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Things to Do

In Chicago

Visit the vibrant Millennium Park, walk the Magnificent Mile or catch a game at Wrigley Field. Be sure to also stop by at Billy Goat Tavern and learn about some of the city's traditions.
Benefits of Booking Direct

Low Rates & Quality Service

Understand the costs upfront, earn points towards free rental days with Enterprise Plus, get free cancellations and take advantage of our award winning customer service.
Offers

Find Cheap Car Rental Rates

Get away this weekend in a rental car and enjoy great weekend rates.



Renting a Car in Chicago Under 21 & 25

The minimum age to rent a car from Enterprise in Chicago is 21 years of age. A young renter fee may be applied if you are between 21-24. To see the exact rate please start a reservation above. For more info on Enterprise's car rental under 25 policy please see our FAQ section.

Rental Car Classes in Chicago

Full-Size, Economy, Luxury and Sports Cars as well as SUVs, Minivans and Passenger Vans.

Driving Rental Car Through Tolls in Chicago

Enterprise offers a Toll Pass Waiver Program in the Chicago Metropolitan area that includes the rental of a transponder device which allows our customers to drive through designated toll express lanes. For information on the device and fees associated please visit our Chicago Tolls FAQs.

Chicago One Way Car Rental

One way rentals are available at participating Chicago car rental locations. Please start a reservation to see availability and exact rates.

Chicago Truck Rental

Need a truck? Our moving trucks, cargo vans and towing equipped pickup trucks are available for daily, weekly or monthly rental.

Chicago Used Cars

We have more than 250 makes and models of quality used cars, trucks, vans and SUVs to choose from—all at great prices and backed by one of the industry's best used car warranties.

Chicago Exotic and Luxury Car Rental

In select cities, we offer exotic sports cars, luxury sedans and SUVs, and have one of the largest selections of exotic and premium vehicle rentals available.