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Skyline of the core of Chicago from Sears Tower.
| Brown Century Tower, blue Florsheim Tower, octagonal Randolph Tower, white 180 N. LaSalle, round sky lit Thompson Center & semi-round-topped 120 N. LaSalle from Sears Tower.
| Century Tower (1930) (28 floors) (by Thielbar & Fugard) (182 West Lake St.) & Randolph Tower (1929) (45 floors) (by Vitzhum & Burns) (188 West Randolph St.) from Sears Tower.
| Black 321 North Clark (1987) (35 floors) by Skidmore, Owings & Merrill over LaSalle-Wacker Building (1930) (41 floors) by Holabird & Roche + Andrew N. Rebori (221 North LaSalle St.) from Sears Tower.
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Green-roofed R.R. Donnelley Building (1992) (49 floors) (77 West Wacker Drive) from Sears Tower. Architect: Ricardo Bofill Taller de Arquitectura + DeStefano & Goettsch.
| Round skylight of Illinois State Building from Sears Tower. 
| R.R. Donnelley Building (green) & white Chicago Title Tower from Sears Tower.
| Chicago Title Tower (1992) (50 floors) (161 North Clark St.) & Daley Civic Center from Sears Tower. Architect: Kohn Pedersen Fox.
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Chicago core skyscrapers around Chase Tower from Sears Tower.
| Apartments along East Randolph Street, Millennium Park & South Michigan Avenue from Sears Tower.
| Blue Inland Steel & white 55 West Monroe (former Xerox) buildings from Sears Tower.
| Sears Tower (1974) (108 floors) (# South Franklin St.). Architect: Skidmore, Owings & Merrill + Franklin & Jackson. 
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Green roof of Harold Washington Library Center behind Fisher, Old Colony, Plymouth & Manhattan buildings, the oldest skyscrapers in Chicago.
| Facade of Harold Washington Library Center. 
| South Dearborn Street with oldest skyscrapers Fisher, Old Colony, Plymouth & Manhattan buildings. 
| South facade of Marquette Building. 
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Grey Edison Building, red Marquette Building, & mirrored Chase Center.
| Marquette Building, Chase Center & Federal Center seen through Calder's Flamingo.
| Chase Center (2003) (39 floors) (131 South Dearborn St.) flanked by Marquette & Federal Center buildings. Architect: Ricardo Bofill Taller de Arquitectura + DeStefano & Partners.
| Terraced Bankers Building (1927) (41 floors) by Burnham Brothers & arched Edison Building (1907) (20 floors) by D.H. Burnham & Co.
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Flamingo (1974) sculpture by Alexander Calder (230 South Dearborn St.) in front of Federal Building. Architect: Mies van der Rohe. 
| Federal Center & Calder flamingo stabile from Sears Tower.
| One Financial Place (1985) (39 floors) (440 South LaSalle St.). Architect: Lucien Lagrange of Skidmore, Owings & Merrill LLP.
| horse sculpture named San Marco II by Ludovico di Luigi in courtyard of One Financial Place.
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Chicago Board of Trade (1930) (45 floors) (141 West Jackson Blvd.). Style: Art Deco. Architect: Holabird & Root. On National Register. 
| Federal Reserve Bank of Chicago (1922) (15 floors) (230 South LaSalle St.). Architect: Graham, Anderson, Probst & White + Holabird & Root + Naess & Murphy.
| The Berghoff Restaurant (1872) (17-27 West Adams).
| 55 West Monroe (1980) (41 floors) (former Xerox Building). Architect: Murphy/Jahn Architects.
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Chase Tower (1969) (60 floors) (21 South Clark St.) (former First National Bank Building, then Bank One Plaza). Architect: C.F. Murphy & Assoc. + Perkins & Will. 
| Inland Steel Building (1958) (19 floors) (30 West Monroe St.). Architect: Skidmore, Owings & Merrill.
| Chase Center & 55 West Monroe.
| Art Nouveau corner entrance of Carson Pirie Scott department store. 
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Clock on corner of Marshall Field & Co. 
| Reliance Building (1890 & 1894) (14 floors) (32 North State St.) with white terra cotta. Architect: C. Atwood of Burnham & Root. On National Register.
| Chicago Theater (1921) (175 North State St.). Style: Beaux-Arts. Architect: C.W. Rapp & Geo. L. Rapp. 
| Oriental Theater (1926) (23 floors) (32 West Randolph). Architect: C.W. Rapp & Geo. L. Rapp. 
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ABC Building (1917) (12 floors) (#1 North State St.) (former State Lake movie theater). Architect: C.W. Rapp & Geo. L. Rapp.
| Monumental statue by Pablo Picasso on Plaza of Richard J. Daley Center. 
| James R. Thompson Center (former State of Illinois Center) (1985) (17 floors) (100 West Randolph St.). Architect: Murphy/Jahn Architects. 
| Depaul University Loop Campus, at Jackson & State streets.
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