- 333 North Michigan Building 333 N. Michigan Avenue · built 1928 · Holabird & Roche/Holabird & Root · designated February 7, 1997 Offices and commercial buildings Loop
- Chicago Board of Trade Building 141 W. Jackson Boulevard · built 1930 · Holabird & Root · designated May 4, 1977 Offices and commercial buildings Loop
- Chicago Daily News Building 2 N. Riverside Plaza / 400 W. Madison Street · built 1928-29 · Holabird & Root · designated July 15, 2026 Offices and commercial buildings
- Chicago Motor Club Building 68 E. Wacker Place · built 1928 · Holabird & Root · designated May 9, 2012 Offices and commercial buildings Loop
- Illinois Bell Building Ameritech Building 225 W. Randolph Street · built 1966 · Holabird & Root · designated January 27, 2021 Offices and commercial buildings Loop
- Palmolive Building 919 N. Michigan Avenue · built 1927-29 · Holabird & Root · designated February 16, 2000 Offices and commercial buildings Near North Side