Roosevelt Road (originally named 12th Street) is a major east-west thoroughfare in the city of Chicago, Illinois, and its western suburbs. It is 1200 South in the city's street numbering system, but only one mile south of Madison Street. It runs under this name from Columbus Drive to the western city limits, then continues through the western suburbs until it reaches Geneva, where it is known as State Street. It is named after President Theodore Roosevelt.

In Grant Park (for which it serves as the southern boundary west of Lake Shore Drive), it is named Roosevelt Drive. The road begins at Lake Shore Drive and heads west, forming the southern boundary of the Chicago Loop. The area between Clark Street (100 W) and Jefferson Street (600 W) is a fast-growing commercial district, mostly home to large chain stores, including Best Buy, The Home Depot, Staples, Whole Foods Market and Target. This area used to be and remains to a lesser extent, a major fabric retail area. The famous Maxwell Street Market can be found just south of Roosevelt at Canal Street (500 W). Continuing west, it passes the University of Illinois at Chicago's two campuses and St. Ignatius College Preparatory School between Halsted Street and Damen Avenue. It also passes Douglas Park at California Avenue. Once past Mannheim Road it becomes Illinois Route 38. Between Austin Blvd and Harlem Ave, a major streetscape renovation project is underway by the Town of Cicero, Village of Oak Park, and City of Berwyn. Roosevelt Road is serviced by the #12 Roosevelt Road bus. The Chicago 'L' Roosevelt/State CTA station is a major stop and transfer point on the Red, Green and Orange lines. The former Roosevelt Road station on the Metra Electric Line has been replaced with the Museum Campus/11th Street station.