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
Jaguar F-TYPE
2021
•5.0
(22)
Mazda MX-5 Miata RF
2017
•5.0
(28)
Mercedes-Benz SL-Class
2015
•4.9
(85)
Jeep Wrangler 4xe
2025
•4.96
(29)
Jeep Wrangler 4xe
2024
•5.0
(27)
Jeep Wrangler 4xe
2022
•New listing
Chevrolet Corvette
2024
•5.0
(20)
Chevrolet Corvette
2023
•5.0
(13)
Ford Bronco
2024
•4.99
(128)
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
5 stars all day. Rented the convertible Porsche for our Vegas trip and it was an absolute dream. The car was kept at the airport for us, so pickup was seamless — no waiting, no rental counter, just keys and go. Spotless, perfectly maintained, and a total head-turner with the top down on the Strip. Communication from the host was quick and professional from start to finish. We highly recommend this beautiful ride. Will rent again next trip!
⭐⭐⭐⭐⭐ Fantastic rental experience! The white BMW convertible was absolutely beautiful, clean, and well-maintained. The car drove smoothly, had plenty of power, and made every trip enjoyable. Driving with the top down was the perfect way to enjoy the scenery and made the experience even more memorable. The host was friendly, professional, and responsive throughout the entire rental process. Pickup and drop-off were simple and convenient. I would definitely rent this BMW again and highly recommend it to anyone looking for a fun, stylish, and reliable vehicle. Thank you for a great experience!
Amazing host and an excellent experience from start to finish. The car was beautiful, extremely clean, and had absolutely no issues the entire trip. Communication was fast and responsive, making the whole rental process smooth and stress-free. I would definitely rent from them again and highly recommend them to anyone looking for a reliable and well-maintained vehicle.
Absolutely fantastic experience from start to finish! The vehicle was exactly as described—clean, well-maintained, and drove perfectly throughout my trip. The host was friendly, professional, and very responsive to any questions I had. Pickup and drop-off were smooth and hassle-free, making the entire rental process easy and stress-free. I would definitely rent from this host again and highly recommend them to anyone looking for a reliable and enjoyable Turo experience. Thank you for making my trip great 💪🏿💪🏿
I will give a 5 star because the host was nice how ever the address that’s posted on the app for pick up and drop off are not where you will be picking up and dropping off. No clear instructions language barrier may have been the issue. I had to pick up the car at the airport parking structure which was a bit difficult specially if you’re not familiar wasn’t hard after I figure it out but price and everything else was fine. Would be nice to know where you are dropping off and picking up car ahead of reservation
This BMW 2 Series Convertible is literally the best car to rent if you plan on doing a little driving around the island. Rent it for the experience. It’s a sick looking car and it drives beautifully. Very comfortable for 2 people. Car was in perfect shape and gave me no problems. Very fun car to drive around the mountains. I was considering something a little more fuel efficient like a Prius, but this absolutely makes the trip a blast. You’re not going to spend much on gas regardless. Treat yourself, you’ll thank me later. Host was extremely accommodating. Never left me hanging for a second whenever we had to communicate. Will book again when I’m back.
This was the perfect car to cruise around in for our trip to Naples! It was clean and a beautiful car. The interior was so nice and my phone easily connected for apple car play and navigation for my maps and music. The rental process was so smooth. My husband usually books the Turo but I did this on my own this time and it was so simple. I was very pleased with my experience. I will definitely rent from them again. The response time was so very quick with any messages or questions I sent. I highly recommend this car and renting through SWFL auto rentals. They had it waiting for us at the airport
It was really amazing zipping around Las Vegas in this beauty, especially with the top down. She is very well maintained and has some slight weat and tear that is expected. The breaks were a little squeaky. Nothing was enough to take this from 5 stars though. The host was very quick to respond and helpful with questions I had. Purple is my favorite color 💜 so it made it extra special for me. I would definitely rent this car again if I can for my next trip to Vegas. One thing that puts this host above so many is that they allow you to pick up from the airport rental lot. Some hosts charge for that but this host did not (which may have been due to demand/surge pricing or maybe they build it in to the rental price). That made getting the vehicle so breezy! Would give 10 stars if aI could!
Absolutely great experience from start to finish. Communication was excellent with very fast responses to messages, which made the entire process simple and stress-free. The car was extremely clean, well maintained, and drove perfectly throughout the trip. Pickup and drop off were quick and easy, making everything much more convenient than dealing with traditional airport rental companies. Overall, a smooth and hassle-free experience. Highly recommend and would definitely rent again!
Absolutely fantastic experience from start to finish! The Ford Mustang Convertible was spotless, well-maintained, and an absolute blast to drive. There’s nothing quite like cruising with the top down, and this car made every mile enjoyable. The vehicle was exactly as described, ran perfectly, and turned heads everywhere I went. Pickup and drop-off were smooth and hassle-free, and the host was professional, responsive, and easy to communicate with throughout the trip. One of the best Turo experiences I’ve had. Highly recommended, and I would definitely rent this Mustang again!
We had an excellent experience with Sofía’s Jeep. She was incredibly kind, responsive, and clear with all the information from the very beginning, which made the entire process smooth and stress-free. The vehicle is in great condition and absolutely worth the price. It drives very smoothly, feels stable and comfortable on the road, and has an excellent sound system that made the trip even more enjoyable. My wife and I truly enjoyed it to the fullest. We will definitely rent this Jeep again from Sofía the next time we’re in Tampa. Highly recommended!
Allow me to set the scene, I had a free rental through a popular rental car chain but decided to take the road less traveled and grab a vehicle on Turo for this trip. Besides coming to Hawaii, this was the best decision I’ve made. Burak was very kind and helpful through this experience and the ride was amazing! It was a decision of a bigger vehicle or convertible, but a convertible with three other adults just seemed cramped. Well this 2026 Jeep Wrangler gave us space and an automatic retracting roof. Push a button and it does the work. The speakers switched to overhead automatically so we could still vibe. Going through the canyon with that open to hit north shore was a perfect moment. I even extended by a day and Burak quickly approved. I would definitely rent another vehicle through him for future trips.
Wow. Just wow. If you’re planning to rent a car while in Oahu, this Ford Mustang convertible is absolutely the way to do it. There’s nothing like dropping the top and cruising along the island coastlines with the Hawaiian sun and ocean views around you. It honestly became one of the highlights of our trip. The car itself was spotless, fun to drive, and perfect for exploring the island. But what really made the experience exceptional was Gabriel. From start to finish, he was incredibly responsive, professional, and accommodating. Pick-up and drop-off were seamless, and he went out of his way to make everything easy and stress-free for our family. If you’re considering renting a vehicle in Oahu, do yourself a favor and rent from Gabriel. You won’t regret it!
The car was super clean, drove great, and the whole rental process was smooth and easy. Host was responsive and helpful. Would definitely rent again!
Great trip! Responsive and helpful host. Took the bus to the lot, owner unlocked the car, and we were free. Reverse for pickup - exactly what I was hoping for. Great car for getting around the city and good fun with the convertible top. Bring a Type A to USB -C for Android Auto .
Dear Turo community, I would like to extend my gratitude to the vehicle's owner. This car is truly exceptional. During my recent rental in Memphis, it provided a luxurious experience, making my weekend getaway even more enjoyable. The attention to detail, both inside and out, is impressive and reflects a high standard of quality. Additionally, the vehicle's fuel efficiency is a notable advantage, especially considering the high gas prices in Shelby County. I highly recommend renting this car, as it is sure to exceed your expectations❣️🤏🏾 No brainer🫀 just book it🤣🤣 With Gratitude, Mrs. Jones
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 vs. car 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
Car rental
Standard rental counter experience
Waiting in line
Limited car selection
Get one type of car “or similar”
Pickup at retail locations
Cars owned by large corporations
No vehicle ratings
Nearby convertible rental alternative locations Chicago Midway International Airport
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.
* Est. daily price. Search for up to date price information.