Enterprise

Chicago Car Rental

Enterprise Car Rental Locations in Chicago

A rental car from Enterprise Rent-A-Car is perfect for road trips, airport travel or to get around town on weekends. Visit one of our many convenient neighborhood car rental locations in Chicago, or find cheap car rental rates at O'Hare (ORD) or Midway (MDW) International Airports.

Airport Locations

Exotics Locations

Neighborhood Locations

Things to Do

Explore Chicago

Visit Millennium Park, walk the Magnificent Mile, dine at Billy Goat Tavern or catch a game at Wrigley Field.

Benefits of Booking Direct

Low Rates & Quality Service

Earn points towards free rental days with Enterprise Plus 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 low rates.

View Deals

Popular Rental Cars in Chicago

Find the perfect vehicle for your needs.

suv rental

SUVs

Whether you are going on a weekend family trip or exploring the countryside we are sure to have the ideal SUV for your needs.

Rent an SUV
pickup truck rental

Pickup Trucks

Our pickup trucks have the space, power and durability you need for hauling large items or taking a weekend retreat.

Rent A Truck
luxury car rental

Luxury Cars

Choose from our range of premium cars and SUVs to rent, including convertibles, coupes, hybrids and more.

Rent A Luxury Car

Chicago Car Rental FAQs

For additional questions, please visit our main car rental FAQs page.

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 & 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.

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 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 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 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 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!

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.

Chicago Car Sales

Looking to buy? We sell cars, too. Shop our selection of quality used cars, trucks, vans and SUVs. And, when you’re ready, experience the Enterprise customer service you know and expect.

Chicago Exotic Car Rental

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

Chicago Truck Rental

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