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Convertible rental near Chicago Midway International Airport

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Rental cars in Chicago Midway International Airport

Average daily prices for a 3-day trip

Chicago Midway International Airport, EN

Convertible car rental near Chicago Midway International Airport

Chicago Midway International Airport serves as your gateway to the vibrant Windy City, where towering skyscrapers meet sprawling lakefront parks and bustling neighborhoods pulse with energy. From the iconic downtown Loop to charming residential districts, Chicago offers endless urban adventures waiting to be discovered. Booking a rental convertible enhances your Chicago experience by letting you feel the lake breeze as you cruise along Lake Shore Drive, navigate the city's grid system with style, and arrive at destinations with unmistakable flair that matches the city's bold architectural spirit.

Recent reviews

Ford Bronco 2024

This is a beautiful truck. You got me really considering buying one. I will most definitely rent from you all again thank you for loaning me your truck for the weekend for my birthday.

Lemine
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Gilaine
BMW 4 Series 2018

I love renting with Jesus! He always make the pickup and drop off process extremely easy . He is very attentive and responds in a timely manner. This is my 6th time renting with him and I will absolutely rent again. Vehicles are always clean when picked up and I ride well . I love he has plenty to choose from and if there is ever an issue with one he’ll try to get you in another . Best person to rent from on Turo in my opinion!

Gilaine
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tieesha
BMW 4 Series 2018

The host was great 😊 great communication easy pickup and drop off will rent again and again

tieesha
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Edgar
Ford Bronco 2023

Amazing vehicle Easy to rent well communicated by host. Thank you for such a great experience we will be doing this again soon

Edgar
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Takiera
Jeep Wrangler Unlimited 2020

The pick up and drop off was very easy the host was on point anytime u had a question about something… def will be returning back to rent. Thank you so very much

Takiera
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Amanda
Ford Bronco 2024

Everything about this trip was perfect. Loved the car, it was in great condition, there was great communication from the host. 10/10!

Amanda
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alexis
Jeep Wrangler Unlimited 2020

Great host(s). Clean car, —easy pick up, excellent communication. Thanks Jesus!

alexis
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Audi R8 Spyder 2012

Me la pasé muy bien en el carro y todo estuvo bien lo volveré a rentar

Damian
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Sasha
BMW 4 Series 2018

Very amazing host and the car super perfect !! Will be a repeat customer !! :))

Sasha
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BMW 4 Series 2021

I had an amazing experience renting this car. The owner was very kind, friendly, and polite, which made the whole process easy and comfortable. The car was absolutely wonderful, and the trip went perfectly. I truly enjoyed driving it during my stay in Chicago. Overall, everything was great, and I would definitely rent this car again when I visit Chicago in the future.

Marianna
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Audi R8 Spyder 2012

Jesus is the type of host that makes Turo special. From the start, his generosity and positive attitude set the tone for the whole experience. He went above and beyond to make sure everything was smooth, clear, and stress-free. The Audi R8 itself was incredible.. It was clean, powerful, and exactly as described. On top of that, his cohost Qais was just as sweet and hospitable, making the whole interaction feel welcoming and genuine. Together they created an experience that went far beyond just renting a car. Jesus and Qais’ hospitality is what stood out the most. Jesus and Qais were flexible, communicative, and treated me like more than just a renter. If you’re looking for a party that truly cares about giving you the best possible experience, look no further. 10/10 would rent from Jesus and Qais again.

Rami M.
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alma Daniza
Chevrolet Corvette 2023

It was a very good experience; the vehicle was completely clean. I would definitely rent it again.

alma Daniza
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Tederick
Ford Bronco 2023

Everything was excellent…pick up location, cleanliness of the vehicle, and communication from Nick. I’d rent from Nick again for sure.

Tederick
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Justin
Ford Bronco 2023

Easy pickup with provided instructions, bronco was clean and surprisingly decent on gas. No issues on the trip, would definitely recommend!

Justin
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RAWAN ABDEL,RAHMAN
Jeep Wrangler 2026

Great, accommodating host! Will continue to rent again, clean, easy ride

RAWAN ABDEL,RAHMAN
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Sief S.
BMW 4 Series 2018

Pick up was convenient and accessible. Car features were great quality and the price was reasonable. Utilized the car for engagement photos- thank you

Sief S.
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Andrew
Chevrolet Corvette 2023

Great driving experience! We rented the car for an auto show at our senior living community and the residents absolutely loved it! Host was very easy to work with and made the entire process enjoyable. A service.

Andrew
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Exploring Chicago's iconic attractions and vibrant neighborhoods from Midway airport

Chicago beckons with world-class attractions spanning from the magnificent lakefront to bustling cultural districts. You'll discover architectural marvels in the downtown Loop, world-renowned museums along the Museum Campus, and vibrant neighborhoods like Wicker Park and Lincoln Park. The city's efficient grid system makes navigation straightforward, while Lake Shore Drive offers scenic routes perfect for convertible drives. Whether you're drawn to Millennium Park's famous Bean sculpture, the historic Navy Pier, or the trendy Magnificent Mile shopping district, having a rental car provides the freedom to explore Chicago's diverse offerings at your own pace.


Millennium Park and the iconic Cloud Gate sculpture

Millennium Park stands as Chicago's crown jewel, featuring the world-famous Cloud Gate sculpture that reflects the city's stunning skyline. Located in the heart of downtown, this 24.5-acre park offers free admission and hosts numerous festivals throughout the year. Parking can be found in nearby Grant Park garages, though arriving early ensures better availability. The park connects seamlessly to other downtown attractions, making it an ideal starting point for your Chicago adventure. Driving a rental convertible allows you to appreciate the city's architectural grandeur as you approach this cultural hub, with the open-air experience perfectly complementing the park's outdoor art installations.


Navy Pier entertainment and lakefront views

Navy Pier extends into Lake Michigan, offering entertainment, dining, and spectacular city views from its 3,300-foot length. This historic landmark features the iconic Centennial Wheel, providing panoramic vistas of Chicago's skyline and lakefront. The pier includes numerous restaurants, shops, and seasonal attractions that draw visitors year-round. Dedicated parking facilities accommodate visitors, though weekend availability varies. The scenic drive along the lakefront showcases Chicago's beautiful relationship with Lake Michigan, making the journey as memorable as the destination itself.


Art Institute of Chicago and Museum Campus cultural treasures

The Art Institute of Chicago houses one of the world's finest art collections, featuring masterpieces from Monet, Renoir, and Grant Wood's famous "American Gothic." Located on Michigan Avenue, the museum anchors the Museum Campus alongside the Field Museum and Shedd Aquarium. Street parking and nearby garages provide convenient access to this cultural district. The museum's location in the Loop makes it easily accessible from various city directions. Exploring Chicago's cultural offerings becomes more enjoyable when you can travel comfortably between venues, especially during pleasant weather when you can appreciate the city's outdoor sculptures and architectural details along the way.


Lincoln Park Zoo and lakefront neighborhood charm

Lincoln Park Zoo offers free admission to one of America's last remaining admission-free major zoos, nestled within the beautiful Lincoln Park neighborhood. This area combines natural beauty with upscale dining and shopping options along Lincoln Avenue. The neighborhood's tree-lined streets and proximity to Lake Michigan create a perfect setting for leisurely exploration. Parking is available throughout the residential area, with the zoo providing designated visitor areas. The scenic route through Lincoln Park showcases Chicago's commitment to green spaces and lakefront preservation.


Wicker Park trendy dining and nightlife scene

Wicker Park pulses with creative energy, featuring eclectic boutiques, craft breweries, and innovative restaurants that define Chicago's hip culture. This neighborhood attracts artists, musicians, and food enthusiasts who appreciate its authentic, non-touristy atmosphere. The area's unique character emerges through vintage shops, local galleries, and diverse dining options ranging from casual eateries to upscale establishments. Street parking is generally available, with the neighborhood's walkable layout encouraging exploration. Arriving in style enhances the Wicker Park experience, where creative expression and urban sophistication blend seamlessly. The rental convertible adds to the neighborhood's artistic vibe, allowing you to fully immerse yourself in this dynamic cultural district.

Turo car rental vs. traditional rental

Turo

  • App-based experience

  • No waiting in line

  • 1,600+ unique makes & models

  • Get the exact car you choose

  • Delivery options & thousands of pickup locations

  • Cars rented out by local small businesses

  • Vehicles and hosts rated by guests

Traditional rental

  • Standard rental counter experience

  • Waiting in line

  • Limited selection

  • Get one type of car “or similar”

  • Pickup at retail locations

  • Owned by large corporations

  • No vehicle ratings

Frequently asked questions in Chicago Midway International Airport

How do I drive from Chicago Midway International Airport to downtown?

From Chicago Midway International Airport, take Cicero Avenue north to connect with Interstate 55, which provides direct access to downtown Chicago. The route passes through several Chicago neighborhoods before reaching the central business district. Having your own rental car gives you flexibility to explore Chicago's diverse areas at your own pace without relying on public transportation schedules.

What driving rules should I know before leaving Chicago Midway International Airport?

Illinois requires all passengers to wear seat belts, and cell phone use while driving is prohibited except with hands-free devices. Right turns on red lights are permitted after coming to a complete stop, unless posted signs indicate otherwise. Chicago has strict parking regulations downtown, so always check posted signs carefully when exploring the city with your rental car.

Can I get car rental discounts on Turo?

You can get discounts and low cost car rental on Turo. On your Account page, make sure you've checked the box to receive email notifications, and enable push notifications from the Turo app in your phone settings — we'll send you occasional promo codes, discounts, and deals. Additionally, frequent travelers on Turo can get rewarded with the loyalty bonus — earn a promo code for one bonus day when you take trips totaling 10 days in a 90-day period.

How does car rental insurance work on Turo?

No, you don't need personal insurance coverage to rent a car on Turo. In the US, any personal insurance you may have that covers damage to the host's vehicle would kick in before your Turo protection plan. When booking a car in the US, you'll choose between three protection plans — Premier (eligibility requirements apply), Standard, or Minimum — to get the level of protection that's right for you. On each trip, you're covered with third-party automobile liability insurance provided under a policy issued to Turo by Travelers Excess and Surplus Lines Company.* In New York state, you'll also choose between Premier (if available), Standard, or Minimum. With each plan, you're covered with liability insurance of $1,250,000.* Protection plans for New York trips also include access to roadside assistance, priority phone support, and 24/7 customer assistance.

What are the best road trip routes from Chicago Midway International Airport?

Lake Shore Drive offers scenic views of Lake Michigan and connects downtown Chicago to numerous beaches and parks perfect for a rental car road trip. The Great River Road follows the Mississippi River through Illinois, providing historic towns and natural landscapes to explore. Whether you choose a Nissan, Volkswagen, or Toyota for your car rental, Chicago's central location makes it an ideal starting point for Midwest adventures.

What documents and paperwork do I need to rent a car on Turo?

To rent a car on Turo, you must create a Turo account, have a valid driver's license, get approved to drive on Turo, and be 18 years old or older in the US, 21 years old or older in Australia, or 23 years old or older in Canada. In the UK, you must be 21 years old or older and have held a UK or EU license for at least one year, or another driver's license for at least two years. In France you must be 18 years old or older and have held a driver's license for at least 2 years, longer for certain makes and models of vehicles. When you're booking your first trip, you'll go through a quick approval process by entering your driver's license and some other information. In most cases, you'll get approved immediately, and you'll be set for all future road trips, day trips, and business trips!

Should I rent a convertible from Chicago Midway International Airport?

A convertible car rental from Chicago Midway International Airport works well during Chicago's warm summer months when you can enjoy open-air driving along Lake Michigan. Consider Chicago's variable weather patterns throughout the year, as rental convertibles are most enjoyable during pleasant conditions. Popular convertible options include models from BMW and other manufacturers that combine style with performance for your Chicago adventure.

Where can I find gas stations and EV chargers near Chicago Midway International Airport?

Numerous gas stations operate along Cicero Avenue and other major streets surrounding Chicago Midway International Airport. Electric vehicle charging stations are increasingly available throughout Chicago, with many located at shopping centers and public parking areas. Both BMW and Toyota offer hybrid and electric models that can take advantage of the growing charging infrastructure in the Chicago area.

Are there toll roads near Chicago Midway International Airport?

Several major toll roads serve the Chicago area, including the Illinois Tollway system that connects to various highways around Midway airport. The I-PASS electronic toll collection system is widely used throughout Illinois for convenient toll payment. Consider planning your routes in advance to budget for toll expenses when driving your rental car around the Chicago metropolitan area.

Is there unlimited mileage car rental on Turo?

Some hosts offer unlimited distance for a trip; others set a daily distance limit — you'll need to check on each rental car individually to see if this service is provided. On the vehicle pages, you'll see the total miles or kilometers you're allowed to drive under the heading "Distance included." You can find cars offering unlimited mileage with every trip by using the "Unlimited distance" filter.

  1. * Est. daily price. Search for up to date price information.