- Chess Records Office and Studio 2120 S. Michigan Avenue · built 1911 · Horatio Wilson · designated May 16, 1990 Studios and workshops Near South Side
- John Wingert House 6231 N. Canfield Avenue · built 1854 · Add. c. 1868-75 Unknown · designated July 31, 1990 Houses Norwood Park Seeking missing report
- Kenna Apartments 2214 E. 69th Street · built 1916 · Barry Byrne · designated September 12, 1990 Apartment buildings South Shore
- Washington Square District Various addresses · built various · designated May 16, 1990 Residential districts
- Whistle Stop Inn 4200 W. Irving Park Road · built 1889 · designated December 5, 1990 Hotels Irving Park