- 63rd Street Bathing Pavilion South Lake Shore Dr and 63rd St · built 1919 · South Park Commission Architects · designated December 8, 2004 Sports and recreation Woodlawn
- Chicago Printed String Co. Building built 1928-29; 1935, 1937, 1941 (Additions) · designated June 1, 2004 Factories and warehouses
- Drake Fountain 92nd Street @ South Chicago & Exchange Avenue · built 1892 · Richard Henry Park · designated March 10, 2004 Parks and landscapes South Chicago
- Farwell Building 664 N. Michigan Avenue · built 1927 · Philip B. Maher · designated March 10, 2004 Offices and commercial buildings Near North Side
- Fremont Row House District Various addresses · built 1875 · Edward J. Burling · designated March 10, 2004 Residential districts Lincoln Park
- Greenwood Row House District Various addresses · built 1903 · Joseph C. Brompton · designated December 8, 2004 Residential districts Hyde Park
- Henry V. Peters House 4731 N. Knox Avenue · built 1906 · Walter Burley Griffin · designated May 5, 2004 Houses Irving Park
- Machinery Hall at Illinois Institute of Technology 100 W. 33rd Street · built 1901 · Patton, Fisher & Miller · designated May 26, 2004 Schools and education Douglas
- Madonna Della Strada Chapel 6453 N. Kenmore Avenue · built 1938-39 · Andrew N. Rebori · designated November 3, 2004 Places of worship Rogers Park
- Main Building at Illinois Institute of Technology 3320 S. Federal Street · built 1891-1893 · Patton & Fisher · designated May 26, 2004 Schools and education Douglas
- Mid-North District Extension Various addresses · built various · designated September 29, 2004 Residential districts Lincoln Park
- R.R. Donnelley & Sons Co. Calumet Plant 350 E. Cermak Road · built 1912-25 · Howard Van Doren Shaw · designated March 31, 2004 Factories and warehouses Near South Side
- Rockefeller Memorial Chapel 1156-80 E. 59th Street · built 1925-28 · Bertram Grosvenor Goodhue Associates · designated November 3, 2004 Monuments and sculpture Hyde Park
- Shedd Park Fieldhouse 3660 W. 23rd Street · built 1916-17 · William Drummond · designated February 11, 2004 Parks and landscapes South Lawndale
- Site of the John & Mary Jones House SW Corner of W 9th St & Plymouth Ct · designated May 26, 2004 Sites and commemorative markers Loop
- South Shore Cultural Center 7059 South Shore Drive · built 1906, 09, 16 · Marshall & Fox · designated May 26, 2004 Museums and cultural institutions South Shore
- St. Gelasius Church Building 6401-09 S. Woodlawn Avenue · built 1923-28 · Henry J. Schlacks · designated January 14, 2004 Places of worship Woodlawn
- Trustees System Service Building Century Tower, Century Tower Condominiums, Trustees System Service Bank Building 201 N. Wells Street · built 1929-30 · Thielbar & Fugard; Artists: Eugene & Gwen Lux, Edgar Miller · designated January 14, 2004 Offices and commercial buildings Loop
- Wrigley Field 1060 W. Addison Street · built 1914 · Zachary T. & Charles G. Davis · designated February 11, 2004 Sports and recreation Lake View