Landmarks
- Art Institute of Chicago
- Oriental Institute at University of Chicago
- "Construction in Third and Fourth Dimension" by Pevsner in University of Chicago's campus
- Field Museum
- Louis Sullivan's Auditorium Building (1889)
- Louis Sullivan's Carson Pirie Scott (1904)
- Adolf Loos (1870): Chicago Tribune tower (1920-22)
- Bertrand Goldberg: Marina City (1967)
- Bertrand Goldberg: Prentice Women's Hospital or Stone Pavilion, 320 East Huron, Northwestern University Chicago Campus (1975)
- George Schipporeit: Lake Point Tower (1968)
- Bruce Graham (1925) & Fazlur Khan: John Hancock Center (1970)
- Bruce Graham (1925): Sears Tower (1974)
- Harry Weese: Metropolitan Detention Center (1975)
- Harry Weese: 200 South Wacker Drive (1981)
- Stephen Wright: Two Prudential Plaza (1990)
- Graham, Anderson, Probst & White: Wrigley Building (1925)
- Epstein: Smurfit-Stone "Diamond" Building, ex Associates Center, 150 North Michigan Avenue (1983)
- Kohn Pedersen Fox: 333 West Wacker Drive (1983)
- Edward Durell Stone: AON Building, 200 East Randolph Street (1972)
- Kohn Pedersen Fox: 311 South Wacker Drive (1990)
- Helmut Jahn (1940): Xerox Center(1980)
- Skidmore, Owings & Merrill: Gateway IV, South Riverside Plaza, near Union Station (1983)
- Frank Gehry: Jay Pritzker Pavilion (2004)
- Burnham & Root: Reliance Building, 32 N State (1895),
- Burnham & Root: Rookery building, 209 S. LaSalle St (1888),
- Frank Lloyd Wright's "Robie House"
- Merchandise Mart (350 North Wells)
- Carbide & Carbon Tower (230 North Michigan Ave)
- Chicago Board of Trade (141 West Jackson Blvd)
- Hyde Park Chevrolet Showroom, art deco facade (5508 South Lake Ave)
- Madonna della Strada Chapel at Loyola University (6525 North Sheridan Rd)
- Franklin Center/ AT&T Building (1985) at 227 West Monroe Street
- Monadnock Building (1891) on W Jackson
- John Glessner House (1886) at 1800 S Prairie Ave
- Illinois Institute of Technology (1958) on South State & 34th including Crown Hall (1956)
- Charnley House at 1365 Astor
- Frank Lloyd Wright's Avery Coonley House (1907) in Riverside
- Frank Lloyd Wright's Ward Willits House (1901) in Highland Park
- +Ludwig Mies' Edith Farnsworth House (1950) in Plano (west of Chicago)
- Aqua Building by Jeanne Gang (2009)
- Magdalena Abakanowicz's "Agora" installation at Grant Park (Michigan Avenue and East Roosevelt Road)
- Unity Temple
- Mansueto Library
- John W. Moutoussamy's Johnson Publishing Company Building (1971, 820 S. Michigan)
- Amanda Williams's "Color(ed) Theory" Series (2014-16, Englewood neighborhood)
- Rush University Medical Center (2013)
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Pictures of Chicago
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