- Burling Row House District Various addresses · built 1875 · Edward J. Burling · designated November 15, 2000 Residential districts Lincoln Park
- Clarence Buckingham Memorial Fountain and Garden Grant Park at Congress Drive · built 1927 · Bennett, Parsons & Frost with Jacques Lambert · designated August 30, 2000 Parks and landscapes Loop Seeking missing report
- Gauler Twin House, 5917 N. Magnolia Ave. 5917 N. Magnolia Avenue · built 1908 · Walter Burley Griffin · designated June 28, 2000 Houses Edgewater
- Gauler Twin House, 5921 N. Magnolia Ave. 5921 N. Magnolia Avenue · built 1908 · Walter Burley Griffin · designated June 28, 2000 Houses Edgewater
- Heyworth Building 29 E. Madison Street · built 1904 · D.H. Burnham & Co. · designated September 27, 2000 Offices and commercial buildings Loop
- Jewish People's Institute 3500 W. Douglas Boulevard · built 1927 · Klaber & Grunsfeld · designated June 28, 2000 Clubs and social halls North Lawndale
- Montgomery Ward & Co. Catalog House and Administration Building 618-621 W. Chicago Avenue · built 1907-08 · Richard E. Schmidt, Garden and Martin · designated December 3, 1997 Factories and warehouses Near North Side
- Motor Row District Various addresses · built various · designated December 13, 2000 Commercial districts Near South Side
- Palliser's Cottage Home No. 35 2314 W. 111th Place · built 1882 · Palliser, Palliser & Co. · designated February 16, 2000 Houses Morgan Park
- Palmolive Building 919 N. Michigan Avenue · built 1927-29 · Holabird & Root · designated February 16, 2000 Offices and commercial buildings Near North Side