- Cairo Supper Club Building 4015-4017 North Sheridan Road · built 1920 · Paul Gerhardt, Sr. · designated October 8, 2014 Stores and markets Uptown
- Cook County Hospital Administration Building 1835 West Harrison Street · built 1912-14 · Paul Gerhardt, Sr. · designated January 23, 2019 Hospitals and health care Near West Side
- DuSable High School Du Sable High School, New Wendell Phillips High School 4934 S. Wabash Avenue · built 1931-35 · Paul Gerhardt, Sr. · designated November 15, 2012 Schools and education Grand Boulevard
- Engine Company 65, Truck 52 3000 W. 42nd Street · built 1929 · Paul Gerhardt, Jr. · designated October 1, 2003 Firehouses Archer Heights
- Engine Company 84, Truck 51 6204 S. Green Street · built 1929 · Paul Gerhardt, Jr. · designated October 1, 2003 Firehouses Englewood
- Lindemann & Hoverson Co. Showroom and Warehouse Building Lindemann & Hoverson Co. Showrm & Warehse 2620 W. Washington Boulevard · built 1924 · Paul Gerhardt, Sr. · designated January 13, 2009 Factories and warehouses Near West Side