Compare car suppliers to unlock big savings, and package your flight, hotel, and car to save even more.
Members save 10% more on select hotels, cars, activities and holiday rentals. Sign up.
Enjoy maximum flexibility with penalty-free cancellation on most car rentals.
Car Pickup Locations from Enterprise in Downtown Chicago
Find Popular Airports close to Downtown Chicago
Car Hire Suppliers at Downtown Chicago
Car Types in Downtown Chicago
Neighborhoods with Enterprise
Airports with Enterprise
Flying to Downtown Chicago? Explore Downtown Chicago with Expedia's Travel Guides to find the best hotels, holiday packages, car hire deals and more!
Expedia's Latest Trends
Hotels
Victoria InnKinnotake Sengokuhara - Adult OnlyFamily Hotel in ThailandCanopy by Hilton Paris TrocaderoGuest Houses Sha Tinlyf Funan SingaporeHotels in RuidosoHotels near Richard J. Daley CenterCititel Mid ValleyFour Points by Sheraton Shenzhenremm AkihabaraHoshino Resorts KAI KinugawaRiu Palace Cabo San Lucas - All InclusiveRoyal Eagle HotelVinpearl Landmark 81, Autograph CollectionGrand InterContinental Seoul Parnas, an IHG HotelPark Island HotelsAll-inclusive Hotel in Dubai
Flights
Packages