{"id":33928,"date":"2025-11-09T01:30:15","date_gmt":"2025-11-09T09:30:15","guid":{"rendered":"https:\/\/turo.com\/blog\/?p=33928"},"modified":"2026-07-03T07:17:44","modified_gmt":"2026-07-03T14:17:44","slug":"new-york-to-chicago-drive","status":"publish","type":"post","link":"https:\/\/turo.com\/blog\/wayfaring\/new-york-to-chicago-drive\/","title":{"rendered":"New York to Chicago drive: The ultimate road trip guide"},"content":{"rendered":"\n<p class=\"wp-block-paragraph\">Whether you\u2019re chasing city lights or the peaceful lakeside nights, the <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"Chicago\">Chicago<\/a> drive offers an abundance of everything you could want. This journey isn&#8217;t just about trading in a <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> slice for a deep-dish pizza. Every stop along the way brings a different story worth discovering, from the soft sweetness of Hershey to Cleveland&#8217;s hard rock history.<\/p>\n\n\n\n<p class=\"wp-block-paragraph\">This road trip guide has everything you need for your road trip, from handy tips to handpicked recommendations. Let it be your ultimate companion for making the most of your drive from <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"\">Chicago<\/a>.<\/p>\n\n\n\n<p class=\"wp-block-paragraph\"><strong>In this guide, we\u2019ll be covering:<\/strong><\/p>\n\n\n\n<ul style=\"background-color:#f7f2e9\" class=\"wp-block-list has-background\">\n<li><a href=\"https:\/\/turo.com\/blog\/wayfaring\/new-york-to-chicago-drive\/#:~:text=An%20overview%20of%20the%20drive%20from%20New%20York%20to%20Chicago\" title=\"\">New York to Chicago drive: Overview<\/a><\/li>\n\n\n\n<li><a href=\"https:\/\/turo.com\/blog\/wayfaring\/new-york-to-chicago-drive\/#:~:text=Chicago%20road%20trip.-,Your%20road%20trip%20map%20from%20New%20York%20to%20Chicago,-Top%20tips%20for\" title=\"\">Your road trip map from New York to Chicago<\/a><\/li>\n\n\n\n<li><a href=\"https:\/\/turo.com\/blog\/wayfaring\/new-york-to-chicago-drive\/#:~:text=Top%20tips%20for%20the%20drive%20from%20New%20York%20to%20Chicago\" title=\"\">Top tips for driving from New York to Chicago<\/a><\/li>\n\n\n\n<li><a href=\"https:\/\/turo.com\/blog\/wayfaring\/new-york-to-chicago-drive\/#:~:text=The%20perfect%20New%20York%20to%20Chicago%20drive%20itinerary\" title=\"\">Your stop-by-stop New York to Chicago drive itinerary<\/a><\/li>\n\n\n\n<li><a href=\"https:\/\/turo.com\/blog\/wayfaring\/new-york-to-chicago-drive\/#:~:text=on%20the%20road.-,Top%20places%20to%20stop%20between%20New%20York%20and%20Chicago,-Here%20are%20the\" title=\"\">Top places to stop between New York and Chicago<\/a><\/li>\n\n\n\n<li><a href=\"https:\/\/turo.com\/blog\/wayfaring\/new-york-to-chicago-drive\/#:~:text=Frequently%20asked%20questions%20about%20the%20New%20York%20to%20Chicago%20road%20trip\" title=\"\">Frequently asked questions about the New York to Chicago drive<\/a><\/li>\n<\/ul>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"576\" src=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Porsche-911-car-rental-in-New-York-on-Turo-1024x576.jpg\" alt=\"Porsche 911 car rental in New York on Turo\" class=\"wp-image-33931\" srcset=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Porsche-911-car-rental-in-New-York-on-Turo-1024x576.jpg 1024w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Porsche-911-car-rental-in-New-York-on-Turo-300x169.jpg 300w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Porsche-911-car-rental-in-New-York-on-Turo-768x432.jpg 768w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Porsche-911-car-rental-in-New-York-on-Turo.jpg 1200w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><figcaption class=\"wp-element-caption\">Add a touch of majesty to your <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"\">Chicago<\/a> drive with a Porsche 911, perfect for departing the Empire State in style.<\/figcaption><\/figure>\n\n\n\n<hr class=\"wp-block-separator has-alpha-channel-opacity\"\/>\n\n\n\n<div class=\"wp-block-buttons is-content-justification-center is-layout-flex wp-container-core-buttons-is-layout-fe48e5de wp-block-buttons-is-layout-flex\">\n<div class=\"wp-block-button has-custom-width wp-block-button__width-50\"><a class=\"wp-block-button__link has-text-align-center wp-element-button\" href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" style=\"border-radius:9px\"><strong>Car rental New York<\/strong><\/a><\/div>\n<\/div>\n\n\n\n<hr class=\"wp-block-separator has-alpha-channel-opacity\"\/>\n\n\n\n<h2 class=\"wp-block-heading\"><strong>An overview of the drive from New York to Chicago<\/strong><\/h2>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>Drive time: <\/strong>12 hours (direct route)<\/li>\n\n\n\n<li><strong>Drive distance:<\/strong> 790 miles (direct route)<\/li>\n\n\n\n<li><strong>Suggested road trip length:<\/strong> 3 to 4 days<\/li>\n\n\n\n<li><strong>Recommended itinerary:<\/strong>\n<ul class=\"wp-block-list\">\n<li>Stop 1: Philadelphia<\/li>\n\n\n\n<li>Stop 2: Hershey<\/li>\n\n\n\n<li>Stop 3: Pittsburgh<\/li>\n\n\n\n<li>Stop 4: Cleveland<\/li>\n\n\n\n<li>Stop 5: Toledo<\/li>\n\n\n\n<li>Stop 6: South Bend<\/li>\n\n\n\n<li>Stop 7: Indiana Dunes National Park<\/li>\n\n\n\n<li>Stop 8: Chicago<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Top stops:<\/strong> Pittsburgh and Cleveland<\/li>\n\n\n\n<li><strong>Gas stations and EV chargers along the drive: <\/strong>You\u2019ll find plenty of gas stations and EV charging points along the major interstates.<\/li>\n\n\n\n<li><strong>Driving conditions and recommended vehicle: <\/strong>Well-maintained highways and smooth interstates make for an easy drive, best enjoyed in a midsize SUV or sedan.<\/li>\n\n\n\n<li><strong>Best time to drive from New York to Chicago<\/strong>: Spring and fall offer the ideal mix of mild weather, lighter traffic, and beautiful scenery along the route.<\/li>\n<\/ul>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Distance from New York to Chicago<\/strong><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">The most direct distance from <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"\">Chicago<\/a> is roughly 790 miles. However, if you&#8217;re following this itinerary, which takes you on a few detours to some glorious spots, you&#8217;ll be stretching the journey to around 902 miles.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>New York to Chicago drive time<\/strong><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">If you choose to drive directly from <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"\">Chicago<\/a>, it will take you just under 12 hours non-stop. If you follow this road trip guide, your total drive time will be approximately 15.5 hours. Those 3 extra hours award you stops in iconic cities like Pittsburgh, Philadelphia and more.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>When to go from New York to Chicago<\/strong><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">Travelling in the spring or fall months gives you the best of both worlds: beautiful weather and quieter roads that are easy to navigate. Pennsylvania and Indiana are particularly picturesque during the fall, with golden leaves flourishing all around. When starting your road trip, the best time to drive from <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"Chicago\">Chicago<\/a> is early in the morning. Leave the Big Apple before the morning rush.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>The best New York to Chicago route&nbsp;<\/strong><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">The most popular route from <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York City\">New York City<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"Chicago\">Chicago<\/a> is via I-80 and I-90 West. The major interstates not only get you to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"Chicago\">Chicago<\/a> the fastest, but also have a good mix of rest stops and gas stations along the way.<\/p>\n\n\n\n<p class=\"wp-block-paragraph\">However, the route suggested in this guide sidesteps the I-80 in favour of the I-95 and I-76. Adding a few extra hours to your journey is a small price to pay for the exquisite spots you&#8217;re rewarded with.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>The best stop between New York and Chicago<\/strong><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">The halfway point of your journey brings you to a destination to rival the final one. Pittsburgh packs a punch, blending its natural beauty with a cool urban vibe. Stroll around the botanical gardens, overflowing with pastel tulips, then get lost in the Carnegie Museum of Art and the Phipps Conservatory.<\/p>\n\n\n\n<p class=\"wp-block-paragraph\">A similarly great city, Cleveland, is a lively lakeside city known as the home to the iconic Rock &amp; Roll Hall of Fame. With a groovy downtown, thriving food scene, and views of Lake Erie, it\u2019s another great stop on the <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"\">New York<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"Chicago\">Chicago<\/a> road trip.<\/p>\n\n\n\n<h2 class=\"wp-block-heading\"><strong>Your road trip map from New York to Chicago<\/strong><\/h2>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"576\" src=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Your-road-trip-map-from-New-York-to-Chicago-1024x576.jpg\" alt=\"Your road trip map from New York to Chicago\" class=\"wp-image-33938\" srcset=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Your-road-trip-map-from-New-York-to-Chicago-1024x576.jpg 1024w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Your-road-trip-map-from-New-York-to-Chicago-300x169.jpg 300w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Your-road-trip-map-from-New-York-to-Chicago-768x432.jpg 768w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Your-road-trip-map-from-New-York-to-Chicago.jpg 1200w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/figure>\n\n\n\n<h2 class=\"wp-block-heading\"><strong>Top tips for the drive from New York to Chicago<\/strong><\/h2>\n\n\n\n<p class=\"wp-block-paragraph\">Along the way, you&#8217;ll encounter some tolls on the I-95, the Pennsylvania Turnpike and the Ohio Turnpike. Make sure you&#8217;re prepped with an E-ZPass before starting your trip.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Driving conditions: What is the road from New York to Chicago like?<\/strong><\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li>Interstates like the I-80 facilitate an easy drive, as the roads are well-maintained and easy to navigate. You\u2019ll find plenty of gas stations and rest stops along the way. The most rural stretch of the journey is between Toledo and South Bend, so it&#8217;s best to fill up before leaving Toledo.<\/li>\n\n\n\n<li>You may come across deer when passing through Pennsylvania, Ohio, and Indiana. Be especially cautious around dusk and dawn.<\/li>\n\n\n\n<li>You&#8217;ll encounter the worst congestion in New York City, Philadelphia, Pittsburgh, and Chicago during rush hours. Start driving early or time your city entries\/exits for early morning or midday to avoid this.<\/li>\n<\/ul>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Recommended type of car for the drive<\/strong><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">The number one factor that can make-or-break your road trip is the car you choose to travel in. For the <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"Chicago\">Chicago<\/a> road trip, you can&#8217;t go wrong with a midsize SUV. Vehicles like the Honda CR-V will guarantee comfort and fuel efficiency for smooth sailing to the Windy City, plus room for all your luggage.<\/p>\n\n\n\n<p class=\"wp-block-paragraph\">If you&#8217;re riding solo, or you and your friends prefer travelling light, a comfortable sedan, like the Honda Accord makes for a reliable yet minimalist option.<\/p>\n\n\n\n<p class=\"wp-block-paragraph\">To add a touch of majesty to your journey, opt for a Porsche 911 or another luxury vehicle, and depart the Empire State in a car fit for royalty.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>How to stay safe on this road trip<\/strong><\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li>Stops along the way aren&#8217;t just great for sightseeing; they also help prevent fatigue. Make sure to take plenty of breaks along the way to stay safe. It&#8217;s also a good idea to share the drive with other licensed drivers joining you on the trip.<\/li>\n\n\n\n<li>Before heading off, make sure you&#8217;ve prepped your tech for the long voyage: a charger for your phone and offline maps in case you lose internet connection along rural stretches.<\/li>\n<\/ul>\n\n\n\n<h2 class=\"wp-block-heading\"><strong>The perfect New York to Chicago drive itinerary<\/strong><\/h2>\n\n\n\n<p class=\"wp-block-paragraph\">Here is the ultimate itinerary for your <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"Chicago\">Chicago<\/a> road trip, taking you through 7 states, 8 stops and countless experiences.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Stop 1: New York<\/strong><\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>What to do: <\/strong>Central Park, Statue of Liberty, Empire State Building, Brooklyn Bridge, Metropolitan Museum of Art, 9\/11 Memorial &amp; Museum<\/li>\n\n\n\n<li><strong>Where to stay:<\/strong>\n<ul class=\"wp-block-list\">\n<li><strong>$: <\/strong>Residence Inn Downtown Manhattan<\/li>\n\n\n\n<li><strong>$$: <\/strong>Warwick New York<\/li>\n\n\n\n<li><strong>$$$: <\/strong>The Plaza Hotel<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Where to eat: <\/strong>Joe&#8217;s Pizza, Balthazar, Harriet\u2019s Rooftop, Russ &amp; Daughters<\/li>\n\n\n\n<li><strong>From New York to Philadelphia: <\/strong>1 hr 45 min and 94.5 mi<\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\">There&#8217;s a reason <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> is the city that never sleeps: there&#8217;s too much to see and do! Catch a Broadway show, then wander into the bright lights of Times Square. Climb up to the Top of the Rock (the top of Rockefeller Center) for an&#8230; view of the concrete jungle. An affluent afternoon tea at the plaza followed by a stroll through Central Park is the perfect way to spend your afternoon. With so much to explore in NYC, you might find it hard to leave the city behind.<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"576\" src=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Statue-of-Liberty-at-night-with-Brooklyn-Bridge-in-background-1024x576.jpg\" alt=\"Statue of Liberty, New York\" class=\"wp-image-33941\" srcset=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Statue-of-Liberty-at-night-with-Brooklyn-Bridge-in-background-1024x576.jpg 1024w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Statue-of-Liberty-at-night-with-Brooklyn-Bridge-in-background-300x169.jpg 300w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Statue-of-Liberty-at-night-with-Brooklyn-Bridge-in-background-768x432.jpg 768w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Statue-of-Liberty-at-night-with-Brooklyn-Bridge-in-background.jpg 1200w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><figcaption class=\"wp-element-caption\">A night-time view of the Statue of Liberty, capturing the iconic starting point of your <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"Chicago\">Chicago<\/a> drive before you leave the Big Apple behind.<\/figcaption><\/figure>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"576\" src=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Empire-State-Building-1024x576.jpg\" alt=\"New York to Chicago drive. In photo: Empire State Building, New York\" class=\"wp-image-33942\" srcset=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Empire-State-Building-1024x576.jpg 1024w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Empire-State-Building-300x169.jpg 300w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Empire-State-Building-768x432.jpg 768w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Empire-State-Building.jpg 1200w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><figcaption class=\"wp-element-caption\">The Empire State Building shining over Midtown, a classic symbol of New York\u2019s skyline and a highlight for anyone starting their <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"Chicago\">Chicago<\/a> drive.<\/figcaption><\/figure>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Stop 2: Philadelphia<\/strong><\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>What to do: <\/strong>Liberty Bell, Philadelphia Museum of Art, Reading Terminal Market, Schuylkill River Trail<\/li>\n\n\n\n<li><strong>Where to stay:<\/strong>\n<ul class=\"wp-block-list\">\n<li><strong>$: <\/strong>Penn&#8217;s View Hotel<\/li>\n\n\n\n<li><strong>$$: <\/strong>Canopy by Hilton<\/li>\n\n\n\n<li><strong>$$$: <\/strong>Cambria Hotel Downtown<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Where to eat: <\/strong>Dalessandro\u2019s, Pizzeria Beddia, Wm. Mulherin\u2019s Sons, South Philly Barbacoa<\/li>\n\n\n\n<li><strong>From Philadelphia to Hershey: <\/strong>1 hr 45 min and 94.7 mi<\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\">When in Philadelphia, sampling a real Philly Cheesesteak is a necessity, and Jim\u2019s South Street serves up a particularly delicious one. The Reading Terminal Market is a foodie&#8217;s utopia, an indoor market serving up everything from sweet treats to freshly caught shellfish.<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"576\" src=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Liberty-Bell-Philadelphia-1024x576.jpg\" alt=\"Liberty Bell, Philadelphia, Pennsylvania\" class=\"wp-image-33943\" srcset=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Liberty-Bell-Philadelphia-1024x576.jpg 1024w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Liberty-Bell-Philadelphia-300x169.jpg 300w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Liberty-Bell-Philadelphia-768x432.jpg 768w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Liberty-Bell-Philadelphia.jpg 1200w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><figcaption class=\"wp-element-caption\">The Liberty Bell is famed for its crack and for ringing during the first public reading of the Declaration of Independence in 1776, making it a top stop for history buffs.<\/figcaption><\/figure>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Stop 3: Hershey<\/strong><\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>What to do: <\/strong>Hersheypark, Hershey\u2019s Chocolate World, Hershey Gardens, The Hershey Story Museum<\/li>\n\n\n\n<li><strong>Where to stay:<\/strong>\n<ul class=\"wp-block-list\">\n<li><strong>$: <\/strong>Escape Inn Hershey<\/li>\n\n\n\n<li><strong>$$: <\/strong>Holiday Inn Express<\/li>\n\n\n\n<li><strong>$$$: <\/strong>The Londonderry Inn<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Where to eat: <\/strong>The Chocolatier Restaurant, Devon Seafood &amp; Steak, Piazza Sorrento<\/li>\n\n\n\n<li><strong>From Hershey to Pittsburgh: <\/strong>3 hr 30 min and 215 mi<\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\">Your next stop is literally the sweetest place on earth. Ride a rollercoaster at Hersheypark for a real sugar rush, or stop by Hershey\u2019s Chocolate World to create your own candy bar. Filling up on the &#8220;Great American Chocolate Bar&#8221; is the perfect way to prepare for your next long stretch of driving.<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"576\" src=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Hershey-Gardens-in-Hershey-Pennsylvania.--1024x576.jpg\" alt=\"New York to Chicago drive. In photo: Hershey Gardens, Hershey, Pennsylvania\" class=\"wp-image-33944\" srcset=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Hershey-Gardens-in-Hershey-Pennsylvania.--1024x576.jpg 1024w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Hershey-Gardens-in-Hershey-Pennsylvania.--300x169.jpg 300w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Hershey-Gardens-in-Hershey-Pennsylvania.--768x432.jpg 768w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Hershey-Gardens-in-Hershey-Pennsylvania.-.jpg 1200w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><figcaption class=\"wp-element-caption\">Hershey Gardens brings together colourful seasonal blooms and a serene butterfly atrium, making it an inviting stop for travellers who enjoy tranquil landscapes.<\/figcaption><\/figure>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Stop 4: Pittsburgh<\/strong><\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>What to do: <\/strong>Duquesne Incline, Andy Warhol Museum, Carnegie Museum of Natural History, Carnegie Museum of Art, Pittsburgh Zoo, Three Rivers Trail<\/li>\n\n\n\n<li><strong>Where to stay:<\/strong>\n<ul class=\"wp-block-list\">\n<li><strong>$: <\/strong>Drury Plaza Hotel<\/li>\n\n\n\n<li><strong>$$: <\/strong>Wyndham Grand Pittsburgh<\/li>\n\n\n\n<li><strong>$$$: <\/strong>Fairmont Pittsburgh<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Where to eat: <\/strong>Primanti Bros, La Prima Espresso, Pennsylvania Macaroni Co.<\/li>\n\n\n\n<li><strong>From Pittsburgh to Cleveland: <\/strong>2 hr 10 min and 134 mi<\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\">A walk along the Three Rivers Trail is the perfect way to stretch your legs after the long drive from Hershey. Along the way, you&#8217;ll see the Three Sister Bridges, the iconic triplets that run over the Allegheny River.<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"576\" src=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Duquesne-Incline-Pittsburgh-1024x576.jpg\" alt=\"Duquesne Incline, Pittsburgh, Pennsylvania\" class=\"wp-image-33945\" srcset=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Duquesne-Incline-Pittsburgh-1024x576.jpg 1024w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Duquesne-Incline-Pittsburgh-300x169.jpg 300w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Duquesne-Incline-Pittsburgh-768x432.jpg 768w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Duquesne-Incline-Pittsburgh.jpg 1200w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><figcaption class=\"wp-element-caption\">Step onto the Duquesne Incline, an 1870s-era funicular that delivers sweeping views of Pittsburgh and a unique experience you won\u2019t find on most road trips.<\/figcaption><\/figure>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Stop 5: Cleveland<\/strong><\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>What to do: <\/strong>Rock &amp; Roll Hall of Fame, Lake Erie Waterfront,Cleveland Museum of Art, Cleveland Museum of Natural History, Wade Oval Park<\/li>\n\n\n\n<li><strong>Where to stay:<\/strong>\n<ul class=\"wp-block-list\">\n<li><strong>$: <\/strong>Drury Plaza Hotel Cleveland Downtown<\/li>\n\n\n\n<li><strong>$$: <\/strong>Hyatt Regency Cleveland at the Arcade<\/li>\n\n\n\n<li><strong>$$$: <\/strong>Fidelity Hotel<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Where to eat: <\/strong>West Side Market, Il Rione Pizzeria, Mabel\u2019s BBQ<\/li>\n\n\n\n<li><strong>From Cleveland to Toledo: <\/strong>1 hr 45 min and 114 mi<\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\">Cleveland is a music lover&#8217;s nirvana. Take a trip through contemporary music history at the Rock &amp; Roll Hall of Fame. See Prince&#8217;s fabulous outfits, Elvis&#8217;s extravagant gold piano, and even the guitar Kurt Cobain played during his famous MTV Unplugged performance.<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"576\" src=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Rock-Roll-Hall-of-Fame-Cleveland-1-1024x576.jpg\" alt=\"Rock and Roll Hall of Fame, Cleveland, Ohio\" class=\"wp-image-33952\" srcset=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Rock-Roll-Hall-of-Fame-Cleveland-1-1024x576.jpg 1024w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Rock-Roll-Hall-of-Fame-Cleveland-1-300x169.jpg 300w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Rock-Roll-Hall-of-Fame-Cleveland-1-768x432.jpg 768w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Rock-Roll-Hall-of-Fame-Cleveland-1.jpg 1200w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><figcaption class=\"wp-element-caption\">The Rock and Roll Hall of Fame showcases legendary memorabilia like Elvis\u2019s gold piano and Prince\u2019s iconic outfits, making it an essential stop for music lovers.<\/figcaption><\/figure>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Stop 6: Toledo<\/strong><\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>What to do: <\/strong>Toledo Museum of Art, Toledo Zoo &amp; Aquarium, National Museum of the Great Lakes<\/li>\n\n\n\n<li><strong>Where to stay:<\/strong>\n<ul class=\"wp-block-list\">\n<li><strong>$: <\/strong>Hilton Garden Inn Toledo Downtown<\/li>\n\n\n\n<li><strong>$$: <\/strong>Homewood Suites By Hilton Toledo Downtown<\/li>\n\n\n\n<li><strong>$$$: <\/strong>Residence Inn by Marriott<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Where to eat: <\/strong>Tony Packo\u2019s Caf\u00e9, Glass City Caf\u00e9, Home Slice Pizza<\/li>\n\n\n\n<li><strong>From Toledo to South Bend: <\/strong>2 hr 30 min and 156 mi<\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\">Toledo boasts an impressive line-up of museums. Treat your eyes to the works of Monet, Van Gogh and Picassoat the Toledo Museum of Art. Afterwards, stop by Imagination Station, the science museum with interactive exhibits on everything from physics to anatomy, and you&#8217;ll be leaving Toledo knowing a little more than when you arrived.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Stop 7: South Bend<\/strong><\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>What to do: <\/strong>University of Notre Dame, Studebaker National Museum, Morris Performing Arts Center<\/li>\n\n\n\n<li><strong>Where to stay:<\/strong>\n<ul class=\"wp-block-list\">\n<li><strong>$: <\/strong>Country Inn &amp; Suites by Radisson<\/li>\n\n\n\n<li><strong>$$: <\/strong>Hilton Vacation Club South Bend<\/li>\n\n\n\n<li><strong>$$$: <\/strong>Morris Inn at Notre Dame<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Where to eat: <\/strong>Caf\u00e9 Navarre, Fiddler\u2019s Hearth, The Lauber<\/li>\n\n\n\n<li><strong>From South Bend to Indiana Dunes National Park: <\/strong>50 min and 36.3 mi<\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\">Explore the beautiful campus of the University of Notre Dame, including the iconic Golden Dome, Basilica of the Sacred Heart, and the famous \u201cTouchdown Jesus\u201d mural. Delve into the history of the Studebaker automobile company with classic cars, wagons, and interactive exhibits.<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"576\" src=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/University-of-Notre-Dame-\u2013-Golden-Dome-1024x576.jpg\" alt=\"Golden Dome, University of Notre Dame, South Bend, Indiana\" class=\"wp-image-33947\" srcset=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/University-of-Notre-Dame-\u2013-Golden-Dome-1024x576.jpg 1024w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/University-of-Notre-Dame-\u2013-Golden-Dome-300x169.jpg 300w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/University-of-Notre-Dame-\u2013-Golden-Dome-768x432.jpg 768w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/University-of-Notre-Dame-\u2013-Golden-Dome.jpg 1200w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><figcaption class=\"wp-element-caption\">Visiting the Golden Dome gives you a glimpse into the University of Notre Dame\u2019s beautiful campus, home to iconic spots like the Basilica and the famous mural.<\/figcaption><\/figure>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Stop 8: Indiana Dunes National Park<\/strong><\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>What to do: <\/strong>Horseback Riding, Paddling Lake Michigan, Diana Dunes Dare, 1966 Hiking Challenge<\/li>\n\n\n\n<li><strong>Where to stay:<\/strong>\n<ul class=\"wp-block-list\">\n<li><strong>$: <\/strong>Quality Inn Chesterton<\/li>\n\n\n\n<li><strong>$$: <\/strong>Best Western Indian Oak<\/li>\n\n\n\n<li><strong>$$$: <\/strong>Hilton Garden Inn Chersterton<\/li>\n<\/ul>\n<\/li>\n\n\n\n<li><strong>Where to eat: <\/strong>Lucrezia Caf\u00e9, Tomato Bar Pizza Bakery, Wagner\u2019s Ribs<\/li>\n\n\n\n<li><strong>From Indiana Dunes National Park to Chicago: <\/strong>1 hr and 56.6 mi<\/li>\n<\/ul>\n\n\n\n<p class=\"wp-block-paragraph\">An hour before you arrive in Chicago, you&#8217;ve got one final stop in a stunning natural escape on the southern shore of Lake Michigan. Indiana Dunes National Park features towering sand dunes, pristine beaches, wetlands and forests, making it one of the most ecologically diverse areas in the U.S. Explore 50 miles of trails, indulge in the tranquillity of over 50 miles of scenic trails, before delving back into city life.<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"576\" src=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Indiana-Dunes-National-Park-\u2013-Lake-Michigan-shoreline-1024x576.jpg\" alt=\"Indiana Dunes National Park, Chesterton, Indiana\" class=\"wp-image-33948\" srcset=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Indiana-Dunes-National-Park-\u2013-Lake-Michigan-shoreline-1024x576.jpg 1024w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Indiana-Dunes-National-Park-\u2013-Lake-Michigan-shoreline-300x169.jpg 300w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Indiana-Dunes-National-Park-\u2013-Lake-Michigan-shoreline-768x432.jpg 768w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Indiana-Dunes-National-Park-\u2013-Lake-Michigan-shoreline.jpg 1200w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><figcaption class=\"wp-element-caption\">Indiana Dunes National Park blends sandy beaches and peaceful lakeside scenery, giving travellers a laid-back pause on the <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"\">New York<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"Chicago\">Chicago<\/a> drive.<\/figcaption><\/figure>\n\n\n\n<h2 class=\"wp-block-heading\"><strong>Top places to stop between New York and Chicago<\/strong><\/h2>\n\n\n\n<p class=\"wp-block-paragraph\">Here are the top stops to pull over and explore, from scenic nature breaks to fun attractions the whole family will love.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Top stops for nature lovers<\/strong><\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>Lake Michigan: <\/strong>Relax along the shoreline of one of North America&#8217;s great lakes. or explore Indiana Dunes National Park\u2019s miles of hiking trails and sandy beaches, perfect for a refreshing dip.<\/li>\n\n\n\n<li><strong>Indiana Dunes National Park: <\/strong>Along the shores of Lake Michigan, you&#8217;ll find the soaring dunes and scenic trails of Indiana Dunes National Park.<\/li>\n\n\n\n<li><strong>Watkins Glen State Park<\/strong>: Wander into the park&#8217;s gorge and surround yourself in waterfalls and pillars of magnificent rock formations.<\/li>\n\n\n\n<li><strong>Mount Washington: <\/strong>Indulge in breathtaking, panoramic views of New Hampshire from this prominent peak in the Presidential Mountain Range.<\/li>\n\n\n\n<li><strong>City Island<\/strong>: Just outside the buzz of New York City, you&#8217;ll find a peaceful island escape in the Bronx, where you can spoil yourself with waterfront views, beautiful beaches, and fresh seafood.<\/li>\n<\/ul>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"576\" src=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Waterfalls-in-Watkins-Glen-State-Park-1024x576.jpg\" alt=\"New York to Chicago drive. In photo: Watkins Glen State Park, Watkins Glen, New York\" class=\"wp-image-33950\" srcset=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Waterfalls-in-Watkins-Glen-State-Park-1024x576.jpg 1024w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Waterfalls-in-Watkins-Glen-State-Park-300x169.jpg 300w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Waterfalls-in-Watkins-Glen-State-Park-768x432.jpg 768w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Waterfalls-in-Watkins-Glen-State-Park.jpg 1200w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><figcaption class=\"wp-element-caption\">Carved through ancient stone, the waterfalls of Watkins Glen offer travellers a refreshing stop and plenty of scenic corners perfect for quick snapshots.<\/figcaption><\/figure>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"576\" src=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Lake-Michigan-1024x576.jpg\" alt=\"Lake Michigan, Chicago, Illinois\" class=\"wp-image-33949\" srcset=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Lake-Michigan-1024x576.jpg 1024w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Lake-Michigan-300x169.jpg 300w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Lake-Michigan-768x432.jpg 768w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Lake-Michigan.jpg 1200w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><figcaption class=\"wp-element-caption\">Lake Michigan\u2019s wide shoreline offers a simple, peaceful stop if you want a quick moment to unwind on the way to Chicago.<\/figcaption><\/figure>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"576\" src=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Mount-Washington-Summit-Sign-1024x576.jpg\" alt=\"Mount Washington Summit Sign, Sargent\u2019s Purchase, New Hampshire\" class=\"wp-image-33951\" srcset=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Mount-Washington-Summit-Sign-1024x576.jpg 1024w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Mount-Washington-Summit-Sign-300x169.jpg 300w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Mount-Washington-Summit-Sign-768x432.jpg 768w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Mount-Washington-Summit-Sign.jpg 1200w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><figcaption class=\"wp-element-caption\">Reaching the Mount Washington summit sign puts you at the highest peak in the Northeast, a rewarding stop with views worth capturing.<\/figcaption><\/figure>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Top stops for art &amp; history buffs<\/strong><\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>Carnegie Museum:<\/strong> An elite collection of fine art, natural history, and out-of-this-world science exhibits.<\/li>\n\n\n\n<li><strong>Henry Ford Museum<\/strong>: Take a grand tour of classic cars, inventions, and find out what drove America&#8217;s industrial past.<\/li>\n\n\n\n<li><strong>Andy Warhol Museum: <\/strong>It&#8217;s the largest museum in North America dedicated to a single artist, because there is just that much to explore with Warhol. Gain a glimpse into the life and art of one of pop culture\u2019s most iconic figures.<\/li>\n\n\n\n<li><strong>National Civil War Museum: <\/strong>This museum offers an immersive look into the history and aftermath of America\u2019s Civil War.<\/li>\n\n\n\n<li><strong>State Museum of Pennsylvania:<\/strong> Gain an understanding of the state\u2019s overarching history in one succinct place.<\/li>\n<\/ul>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Top stops for families<\/strong><\/h3>\n\n\n\n<ul class=\"wp-block-list\">\n<li><strong>Cedar Point Amusement Park<\/strong>: The perfect stop for thrill seekers, this massive lakeside theme park boasts over 68 rides.<\/li>\n\n\n\n<li><strong>Rock and Roll Hall of Fame:<\/strong> A music-lovers\u2019 dream, with hands-on exhibits and legendary memorabilia.<\/li>\n\n\n\n<li><strong>Hershey&#8217;s Chocolate World:<\/strong> A Golden Ticket experience, free of charge. Take a chocolate tour ride, create your own candy bar, and indulge in all things sweet.<\/li>\n\n\n\n<li><strong>Imagination Station<\/strong>: A hands-on science center with exhibits for curious minds of all ages.<\/li>\n\n\n\n<li><strong>National Museum of the Great Lakes:<\/strong> Explore maritime history with interactive exhibits and a full-size lake freighter to tour.<\/li>\n<\/ul>\n\n\n\n<h2 class=\"wp-block-heading\"><strong>Frequently asked questions about the New York to Chicago road trip<\/strong><\/h2>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Is it worth driving from New York to Chicago?<\/strong><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">With magnificent landscapes and iconic cities along the way, and the flexibility to make the journey your own, the drive from <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"Chicago\">Chicago<\/a> is absolutely worth it.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>How many days does it take to travel from New York to Chicago?<\/strong><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">You can safely finish the drive over a weekend, but if you&#8217;re after a more laid-back trip with plenty of sightseeing, turn the drive into a week-long vacation.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>How long is the New York to Chicago road trip?<\/strong><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">The drive is approximately 790-902 miles, depending on your route, and takes about 12 to 15 hours of driving time without stops.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Can you tackle the New York to Chicago road trip in reverse?&nbsp;<\/strong><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">Absolutely! The Chicago to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> road trip is just as beautiful, with all the same attractions in reverse.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Can I get from New York to Chicago by train or bus?<\/strong><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">You can travel from New York to Chicago by rail via Amtrak\u2019s Cardinal or Lake Shore Limited routes, taking between 20 and 28 hours in total. Megabus and Greyhound bus services also run between the cities, taking 16 to 20 hours.<\/p>\n\n\n\n<h3 class=\"wp-block-heading\"><strong>Can I fly from New York to Chicago?<\/strong><\/h3>\n\n\n\n<p class=\"wp-block-paragraph\">Yes, there are frequent, direct flights between New York and Chicago, with flight times of around 2\u20133 hours.<\/p>\n\n\n\n<h2 class=\"wp-block-heading\"><strong>Final word: Planning the New York to Chicago road trip of a lifetime<\/strong><\/h2>\n\n\n\n<p class=\"wp-block-paragraph\">The <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"New York\">New York<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"Chicago\">Chicago<\/a> road trip is amazing, whisking you from the Big Apple right into the Windy City. Although you may be tempted to rush from one exciting city to another, don&#8217;t overlook how much the journey has to offer you. Along the way, you\u2019ll have the opportunity to see everything from Pennsylvania\u2019s rolling hills to the sparkling shores of Lake Michigan.<\/p>\n\n\n\n<p class=\"wp-block-paragraph\">Take your time to plan your perfect route, map out all your ideal stops,<a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" target=\"_blank\" rel=\"noopener\" title=\"\"> find your ideal New York rental car with Turo<\/a>, and hit the open road ready to make new memories.<\/p>\n\n\n\n<h2 class=\"wp-block-heading\"><strong>Book your rental car in New York on Turo&nbsp;<\/strong><\/h2>\n\n\n\n<p class=\"wp-block-paragraph\">Ready to get moving? With Turo, booking the perfect<a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" target=\"_blank\" rel=\"noopener\" title=\"\"> <strong>rental car in New York<\/strong> <\/a>is easy. Choose from a wide range of vehicles from local hosts \u2013 whether you need a spacious minivan or an eco-friendly EV.<\/p>\n\n\n\n<p class=\"wp-block-paragraph\"><a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\" title=\"Skip the hassle of traditional rentals\">Skip the hassle of traditional rentals<\/a> and take control of your trip from the very beginning. With flexible pick-up and drop-off options, you can hit the road whenever you\u2019re ready and make the most of every moment. Get started with Turo and make your <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/chicago-il\" title=\"Chicago\">Chicago<\/a> to <a href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" title=\"\">New York<\/a> road trip an adventure worth remembering!<\/p>\n\n\n\n<figure class=\"wp-block-image size-large\"><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"576\" src=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Tesla-Model-X-SUV-rental-in-New-York-on-Turo-1024x576.jpg\" alt=\"Tesla Model X SUV rental in New York on Turo\" class=\"wp-image-33934\" srcset=\"https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Tesla-Model-X-SUV-rental-in-New-York-on-Turo-1024x576.jpg 1024w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Tesla-Model-X-SUV-rental-in-New-York-on-Turo-300x169.jpg 300w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Tesla-Model-X-SUV-rental-in-New-York-on-Turo-768x432.jpg 768w, https:\/\/turo.com\/blog\/wp-content\/uploads\/2025\/11\/Tesla-Model-X-SUV-rental-in-New-York-on-Turo.jpg 1200w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><figcaption class=\"wp-element-caption\">If you\u2019re a nature lover looking for an eco-friendly way to travel, the Tesla Model X offers quiet electric driving and helpful Autopilot features for long stretches.<\/figcaption><\/figure>\n\n\n\n<hr class=\"wp-block-separator has-alpha-channel-opacity\"\/>\n\n\n\n<div class=\"wp-block-buttons is-content-justification-center is-layout-flex wp-container-core-buttons-is-layout-fe48e5de wp-block-buttons-is-layout-flex\">\n<div class=\"wp-block-button has-custom-width wp-block-button__width-50\"><a class=\"wp-block-button__link has-text-align-center wp-element-button\" href=\"https:\/\/turo.com\/us\/en\/car-rental\/united-states\/new-york-ny\" style=\"border-radius:9px\"><strong>Rent a car in New York<\/strong><\/a><\/div>\n<\/div>\n\n\n\n<hr class=\"wp-block-separator has-alpha-channel-opacity\"\/>\n\n\n<!-- PANELS -->\n<section class=\"panels\">\n    <div class=\"panel\">\n        <a href=\"https:\/\/turo.com\/list\" class=\"panel-link\" aria-label=\"Share your car, earn extra cash\"><\/a>\n        <div class=\"icon\">\n            <svg width=\"48\" height=\"48\" viewBox=\"0 0 48 48\" fill=\"none\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\">\n                <path d=\"M5.38 31.81C6.94 31.81 8.35 32.47 9.37 33.52L39.2 14.52C38.18 13.49 37.54 12.07 37.54 10.49H10.97C10.97 13.63 8.46 16.17 5.36 16.17V21.48V26.51V31.8L5.38 31.81Z\" fill=\"#E0CAFF\"><\/path>\n                <path d=\"M43.03 22.48C42.34 22.48 41.78 21.92 41.78 21.23V17.06C39 16.54 36.8 14.31 36.29 11.5H11.99C11.48 14.31 9.28 16.54 6.5 17.06V21.23C6.5 21.92 5.94 22.48 5.25 22.48C4.56 22.48 4 21.92 4 21.23V15.93C4 15.24 4.56 14.68 5.25 14.68C7.65 14.68 9.61 12.69 9.61 10.25C9.61 9.56 10.17 9 10.86 9H37.43C38.12 9 38.68 9.56 38.68 10.25C38.68 12.68 40.63 14.67 43.02 14.68C43.36 14.68 43.68 14.82 43.91 15.06C44.14 15.29 44.28 15.62 44.28 15.95V21.24C44.28 21.92 43.72 22.48 43.03 22.48Z\" fill=\"#593CFB\"><\/path>\n                <path d=\"M27.6 20.05C27.6 20.74 28.16 21.3 28.85 21.3C29.54 21.3 30.1 20.74 30.1 20.06C30.1 17.74 28.27 15.76 25.72 15.26V13.92C25.72 13.23 25.16 12.67 24.47 12.67C23.78 12.67 23.22 13.23 23.22 13.92V15.48C23.22 16.57 24.01 17.52 25.07 17.68C26.54 17.9 27.6 18.9 27.6 20.05Z\" fill=\"#593CFB\"><\/path>\n                <path d=\"M27.64 31.1699C27.29 31.1699 26.95 31.0199 26.7 30.7399C26.25 30.2199 26.3 29.4299 26.82 28.9799C27.33 28.5399 27.61 27.9699 27.61 27.3799C27.61 26.0499 26.21 24.9599 24.48 24.9599C21.38 24.9599 18.85 22.7499 18.85 20.0399C18.85 18.6899 19.49 17.3899 20.61 16.4599C21.14 16.0199 21.93 16.0999 22.37 16.6299C22.81 17.1599 22.73 17.9499 22.2 18.3899C21.65 18.8399 21.35 19.4299 21.35 20.0399C21.35 21.3699 22.75 22.4599 24.48 22.4599C27.58 22.4599 30.11 24.6699 30.11 27.3799C30.11 28.6999 29.53 29.9299 28.46 30.8599C28.22 31.0699 27.93 31.1699 27.64 31.1699Z\" fill=\"#593CFB\"><\/path>\n                <path d=\"M24.47 34.77C23.78 34.77 23.22 34.21 23.22 33.52V32.18C20.67 31.68 18.84 29.7 18.84 27.38C18.84 26.69 19.4 26.13 20.09 26.13C20.78 26.13 21.34 26.69 21.34 27.38C21.34 28.53 22.4 29.53 23.87 29.75C24.93 29.91 25.72 30.86 25.72 31.95V33.52C25.72 34.21 25.16 34.77 24.47 34.77Z\" fill=\"#593CFB\"><\/path>\n                <path d=\"M10.86 38.5H37.42C38.12 38.5 38.67 37.94 38.66 37.26C38.66 34.82 40.62 32.83 43.02 32.83C43.71 32.83 44.27 32.27 44.27 31.58V26.27C44.27 25.58 43.71 25.02 43.02 25.02C42.33 25.02 41.77 25.58 41.77 26.27V30.44C38.99 30.96 36.79 33.19 36.28 36H11.99C11.48 33.19 9.28 30.96 6.5 30.44V26.27C6.5 25.58 5.94 25.02 5.25 25.02C4.56 25.02 4 25.58 4 26.27V31.56C4 31.88 4.14 32.21 4.38 32.44C4.61 32.68 4.93 32.82 5.27 32.82C7.66 32.83 9.61 34.82 9.61 37.25C9.61 37.94 10.17 38.5 10.86 38.5Z\" fill=\"#593CFB\"><\/path>\n            <\/svg>\n        <\/div>\n        <p class=\"title\">Share your car, earn extra cash<\/p>\n        <p class=\"desc\">Cover your car payments or earn some extra cash by sharing your car whenever you\u2019re not using it.<\/p>\n        <a href=\"https:\/\/turo.com\/list\" aria-label=\"Get started\">Get started<\/a>\n    <\/div>\n    <div class=\"panel\">\n        <a href=\"https:\/\/turo.com\/search\" class=\"panel-link\" aria-label=\"Hit the road\"><\/a>\n        <div class=\"icon\">\n            <svg width=\"48\" height=\"48\" viewBox=\"0 0 48 48\" fill=\"none\" xmlns=\"http:\/\/www.w3.org\/2000\/svg\">\n                <g clip-path=\"url(#clip0)\">\n                    <path d=\"M23.5 4H16.2L4.89999 43.3L23.5 43.4V4Z\" fill=\"#E0CAFF\"><\/path>\n                    <path d=\"M23.5 43.4C22.8 43.4 22.3 42.8 22.3 42.2V38.7C22.3 38 22.9 37.5 23.5 37.5C24.1 37.5 24.7 38.1 24.7 38.7V42.2C24.7 42.8 24.2 43.4 23.5 43.4Z\" fill=\"#593CFB\"><\/path>\n                    <path d=\"M23.5 33C22.8 33 22.3 32.4 22.3 31.8V27.2C22.3 26.5 22.9 26 23.5 26C24.1 26 24.7 26.6 24.7 27.2V31.8C24.7 32.4 24.2 33 23.5 33Z\" fill=\"#593CFB\"><\/path>\n                    <path d=\"M23.5 21.5C22.8 21.5 22.3 20.9 22.3 20.3V15.7C22.3 15 22.9 14.5 23.5 14.5C24.1 14.5 24.7 15.1 24.7 15.7V20.3C24.7 20.9 24.2 21.5 23.5 21.5Z\" fill=\"#593CFB\"><\/path>\n                    <path d=\"M23.5 10C22.8 10 22.3 9.4 22.3 8.8V5.2C22.3 4.5 22.9 4 23.5 4C24.1 4 24.7 4.6 24.7 5.2V8.7C24.7 9.4 24.2 10 23.5 10Z\" fill=\"#593CFB\"><\/path>\n                    <path d=\"M5.3 43.4C5.2 43.4 5.1 43.4 5 43.4C4.3 43.2 4 42.5 4.1 41.9L14.7 4.9C14.9 4.2 15.6 3.9 16.2 4C16.9 4.2 17.2 4.9 17.1 5.5L6.5 42.4C6.3 43 5.8 43.4 5.3 43.4Z\" fill=\"#593CFB\"><\/path>\n                    <path d=\"M42.1 43.4C41.6 43.4 41.1 43 40.9 42.5L30.3 5.6C30.1 4.9 30.5 4.2 31.2 4.1C31.9 3.9 32.6 4.3 32.7 5L43.3 41.9C43.5 42.6 43.1 43.3 42.4 43.4C42.3 43.3 42.2 43.4 42.1 43.4Z\" fill=\"#593CFB\"><\/path>\n                <\/g>\n                <defs><\/defs>\n            <\/svg>\n        <\/div>\n        <p class=\"title\">Hit the road<\/p>\n        <p class=\"desc\">Browse thousands of cars for every occasion and budget near you, or wherever you\u2019re going.<\/p>\n        <a href=\"https:\/\/turo.com\/search\" aria-label=\"Browse cars\">Browse cars<\/a>\n    <\/div>\n<\/section>\n","protected":false},"excerpt":{"rendered":"<p>Whether you\u2019re chasing city lights or the peaceful lakeside nights, the New York to Chicago drive offers an abundance of everything you could want. This journey isn&#8217;t just about trading&#8230;<\/p>\n","protected":false},"author":166,"featured_media":33955,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"_acf_changed":false,"footnotes":""},"categories":[48],"tags":[],"class_list":["post-33928","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-wayfaring"],"acf":[],"aioseo_notices":[],"_links":{"self":[{"href":"https:\/\/turo.com\/blog\/wp-json\/wp\/v2\/posts\/33928","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/turo.com\/blog\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/turo.com\/blog\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/turo.com\/blog\/wp-json\/wp\/v2\/users\/166"}],"replies":[{"embeddable":true,"href":"https:\/\/turo.com\/blog\/wp-json\/wp\/v2\/comments?post=33928"}],"version-history":[{"count":12,"href":"https:\/\/turo.com\/blog\/wp-json\/wp\/v2\/posts\/33928\/revisions"}],"predecessor-version":[{"id":37700,"href":"https:\/\/turo.com\/blog\/wp-json\/wp\/v2\/posts\/33928\/revisions\/37700"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/turo.com\/blog\/wp-json\/wp\/v2\/media\/33955"}],"wp:attachment":[{"href":"https:\/\/turo.com\/blog\/wp-json\/wp\/v2\/media?parent=33928"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/turo.com\/blog\/wp-json\/wp\/v2\/categories?post=33928"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/turo.com\/blog\/wp-json\/wp\/v2\/tags?post=33928"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}