EXPERIENCE CHICAGO IN A COOL CAR

Rent a classic car for your trip in Chicago. Make amazing memories in a vintage car from DRIVESHARE.

AMP UP YOUR CHICAGO ADVENTURE

Welcome to Chicago, the Windy City. Home to the Bulls, Bears, Cubs, Sox and Hawks, iconic hot dogs and an even more iconic skyline, plus plenty of Italian beef and beer.

Meet DRIVESHARE

DRIVESHARE is the place to rent the kind of cars you actually want to drive. With everything from a classic Cadillac or Ford Mustang to a modern Chevrolet Corvette available for rent, you can take your Miami visit up a notch. We’re talking day trips, Beach days, driving tours and much more! And with three ways to rent — you can drive, you can be chauffeured or the car can be displayed for events — you can craft the exact experience you’re looking for.

Travel care-free knowing you are covered with DRIVESHARE. Each rental booked through DriveShare includes exceptional insurance that protects the car for the entire rental period.

How it works

Register here for a free account.
Search for a car that makes your heart race.
Select your dates and rental type: "Driving" means that you drive, "Chauffeured" means the owner drives and "Event" means the car will be used for display.
Coordinate pick-up and drop-off with the owner. We recommend that you download the DRIVESHARE app for iPhone or Android to make communication and pick-up even easier.
Enjoy the ride!