Enterprise
Convertible Rentals in Los Angeles

Convertible Rental in Chicago

Enjoy your drive even more by renting a convertible from Enterprise. Soak up the sun or view the night stars. This type of car is perfect for road trips and weekend getaways. Reserve a convertible online and pick up at a branch near you.

Explore Convertible Rental Options

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FAQs for Renting Convertibles in Chicago

Convertibles are considered higher-performance vehicles and, therefore, require the renter to be 25 or older. People under 25 have the option to rent several other vehicle types, including sedans, SUVs, and vans.

The price of renting a convertible will vary depending on seasonality, location, insurance, and more. We recommend you start a reservation above for the most accurate pricing.

Enterprise offers the Ford Mustang and similar models in our lineup of convertibles. If you're looking for a luxury convertible such as a BMW 430i, check out our partner brand, Exotic Car Collection by Enterprise. Start a reservation above to see our available stock. Please note, we cannot guarantee availability on specific car models.

Chicago Road Trips

A road trip is the perfect way to visit multiple cities and make memories along the way. Whether you want to visit a bustling city, serene landscape, or both, you've got plenty of destinations to choose from. Load up your rental car and experience some of America's greatest attractions.

Rent A Car and Drive From Chicago to Milwaukee

Drive From Chicago to Milwaukee

Looking to go from Chicago to Milwaukee? Driving may be your best option. Our neighborhood locations are open and ready to serve you with curbside pickup and modified cleaning procedures.

Rent a Car & Drive From Chicago to Grand Rapids

Drive From Chicago to Grand Rapids

Looking to go from Chicago to Grand Rapids? Driving may be your best option. Our neighborhood locations are open and ready to serve you with curbside pickup and modified cleaning procedures.

Rent a Car & Drive From Chicago to South Haven

Drive From Chicago to South Haven

Looking to go from Chicago to South Haven? Driving may be your best option. Our neighborhood locations are open and ready to serve you with curbside pickup and modified cleaning procedures.

Rent a Car & Drive From Chicago to St. Louis

Drive From Chicago to St. Louis

Looking to go from Chicago to St. Louis? Driving may be your best option. Our neighborhood locations are open and ready to serve you with curbside pickup and modified cleaning procedures.

Rent a Car & Drive From Chicago to Lake Geneva

Drive From Chicago to Lake Geneva

Looking to go from Chicago to Lake Geneva? Driving may be your best option. Our neighborhood locations are open and ready to serve you with curbside pickup and modified cleaning procedures.

Rent a Car & Drive From Chicago to Detroit

Drive From Chicago to Detroit

Looking to go from Chicago to Detroit? Driving may be your best option. Our neighborhood locations are open and ready to serve you with curbside pickup and modified cleaning procedures.

Rent a Car & Drive From Chicago to Indiana Dunes

Drive From Chicago to Indiana Dunes

Looking to go from Chicago to Indiana Dunes? Driving may be your best option. Our neighborhood locations are open and ready to serve you with curbside pickup and modified cleaning procedures.

Map - Road Trip from Chicago to Denver

Road Trip from Chicago to Denver

Take a trip from the Windy City to the Mile High City with Enterprise Rent-A-Car. Find some unique places to stop along the way!

Rent a Car & Drive From St. Louis to Chicago

Drive From St. Louis to Chicago

Looking to go from St. Louis to Chicago? Driving may be your best option. Our neighborhood locations are open and ready to serve you with curbside pickup and modified cleaning procedures.

Map - Drive from Chicago to New Orleans

Drive from Chicago to New Orleans

Start in Chicago and end in New Orleans with this road trip itinerary. Enjoy stops in St. Louis, Memphis, and Jackson along the way to maximize the drive.

One-Way Car Rental

Looking to rent a car for a one-way trip? Enterprise Rent-A-Car offers convenient one-way car rentals. We have a great selection of vehicles for trips across the city, across the country or from the airport.

One-Way Car Rental

Long-Term Car Rental

This is ideal for corporate relocations, temporary work assignments, extended trips, and much more. It can also be used while waiting for a new fleet car. 

Long-Term Car Rental