Hull House Poster, 1935
Carl Hoeckner
Ice-Bound Falls, 1919
Ernest Lawson
Michigan Avenue at the Foot of Madison Street, Chicago, with a view of the Illinois Central Station in the Year 1864, published December 1926 (1864 depicted)
Raoul Varin
Untitled, from Screen Prints 1970, 1970
Lester Lashley
Alexian Brothers, Bonaventure Waystop Housing, 1992
Bertrand Goldberg
A Woman with Hanging Overalls, 1978, printed 2005
Dawoud Bey
Chicago, 1976
Kenneth Josephson
Chicago, 1961, printed 1970/78
Harry Callahan
Highrise Buildings Sketch, Chicago, Illinois, Perspective Sketches, c. 1946–1948
Ludwig Mies van der Rohe
The Gulf Stream, probably 1899, dated by the artist "1889"
Winslow Homer
Oh Boy Betsy Ross! What The Fuck Would You Do Now?, from Screen Prints 1970, 1970
Don Kingman
Field Museum, Great Blue Heron, Texas, 1922, from the series "Prairie Specimens" (1998-2002), 2000
Terry Evans
Algiers (Furnishing Fabric), 1952
Angelo Testa
Interior Column Capital from the Winston Block, Chicago, Illinois, 1872 (demolished 1982)
Frederick H. Baumann
Flying Buttresses, 1935
Walter Dorwin Teague
Pilaster Capital from the Marshall Field Wholesale Store, Chicago, Illinois, 1885-87 (demolished 1930)
H. H. Richardson
Arch, Midnight, 1930
Martin Lewis
Reception, 1850/1855
Constantin Guys
Nude, Chicago, March 1960
Kenneth Josephson
25th Place and Canal Street, Chicago, September 1959
Kenneth Josephson