- American School of Correspondence 850 E. 58th Street · built 1907 · Pond & Pond · designated April 15, 1995 Hyde Park
- Assumption School 319 W. Erie Street · built 1899 · Frederick R. Foltz · designated July 9, 2003 Near North Side
- Byrne Hall 2219 N. Kenmore Avenue · built 1907 · J.E.O. Pridmore · designated May 20, 2026 Lincoln Park
- Carl Schurz High School 3601 N. Milwaukee Avenue · built 1910 · Dwight H. Perkins · designated December 7, 1979 Irving Park
- Crown Hall S. R. Crown Hall 3360 S. State Street · built 1950-56 · Ludwig Mies van der Rohe · designated October 1, 1997 Douglas
- 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 Grand Boulevard
- Elizabeth Peabody Public School 1438-1454 W. Augusta Boulevard · built 1894 · W. August Fiedler · designated December 14, 2016 West Town
- Graeme Stewart Public School Building 4505-4545 North Kenmore Avenue · built 1906-07 · Dwight H. Perkins(1906), John C. Christensen(1904) · designated November 16, 2016 Uptown
- James A. Sexton School 160 W. Wendell Street · built 1882 · Julius S. Ender · designated May 7, 1978 Near North Side Seeking missing report
- James Mulligan Public School Building (Former) 1855-1863 North Sheffield Avenue · built 1889-90 · Charles Rudolph · designated April 2, 2014 Lincoln Park
- James Ward Public School 2703 S. Shields Avenue · built 1874-75 · Johnston & Edelmann (1874-75 original building); Normand S. Patton (1897 addition); John C. Christensen (1924 addition) · designated September 14, 2005 Armour Square
- John Lothrop Motley Public School John Lathrop Motley Public school, Near North Elementary School 729-759 N.Ada Street 1337-1347 W. Chicago Avenue · built 1884 · John J. Flanders · designated December 14, 2016 West Town
- John R. Cortelyou Commons 2324 N. Chalmers Street · built 1930 · Dwight G. Wallace · designated May 20, 2026 Lincoln Park
- Lyman Trumbull Public School Building (Former) 5200-24 N. Ashland Avenue / 1600-1612 W. Foster · built 1909-1913 · Dwight H. Perkins · designated September 18, 2019 Edgewater
- Machinery Hall at Illinois Institute of Technology 100 W. 33rd Street · built 1901 · Patton, Fisher & Miller · designated May 26, 2004 Douglas
- Main Building at Illinois Institute of Technology 3320 S. Federal Street · built 1891-1893 · Patton & Fisher · designated May 26, 2004 Douglas
- Mundelein College Skyscraper Building 1020 W. Sheridan Road · built 1930-31 · Joseph W McCarthy · designated December 13, 2006 Rogers Park
- Robert Lindblom Technical High School Robert Lindblom Technical High Schoool building, Lindblom Technical High School, Lindblom College Prep High School, Robert E. Lindblom Math & Science Academy High School (LMSA) 6130 S. Wolcott Avenue · built 1917-1919 · Arthur F. Hussander · designated June 9, 2010 West Englewood
- St Ignatius College Prep Building St. Ignatius College 1076 W. Roosevelt Road · built 1869 · Toussaint Menard west add:1874; John P. Huber · designated March 18, 1987 Near West Side
- Wendell Phillips High School 244 E. Pershing Road · built 1904 · William Bryce Mundie · designated May 7, 2003 Douglas
- West Pullman Elementary School West Pullman School 11941 S. Parnell Avenue · built 1894 1900 · William Bryce Mundie, John Charles Christensen · designated May 25, 2018 West Pullman