 |  |  |  |
Green roof of Harold Washington Library Center behind Fisher, Old Colony, Plymouth & Manhattan buildings, the oldest skyscrapers in Chicago. Chicago, IL. | South Dearborn Street with oldest skyscrapers Fisher, Old Colony, Plymouth & Manhattan buildings. Chicago, IL. | Manhattan Building (1891) (16 floors) (431 South Dearborn St.) which when completed was tallest building in the world. Chicago, IL. Architect: William LeBaron Jenney. | Detail of bay windows of Manhattan Building. Chicago, IL. |
 |  |  |  |
Plymouth Building (1899) (11 floors) (417 South Dearborn St.). Chicago, IL. Architect: Simeon B. Eisendrath. | Monadnock Building (1891) (17 floors) (53 West Jackson Boulevard), tallest masonry building in Chicago with walls at base six feet thick. Chicago, IL. Architect: John Wellborn Root of Burnham & Root + Holabird & Roche. | Fisher Building (1906) (20 floors) (343 South Dearborn St.). Chicago, IL. Architect: D.H. Burnham & Co. + P.J. Weber. | Terracotta decoration of Fisher Building. Chicago, IL. |
 |  |  |  |
Bay windows of Fisher Building. Chicago, IL. | Carved dragons decorating Fisher Building. Chicago, IL. | Old Colony Building (1894) (16 floors) (407 South Dearborn St.). Chicago, IL. Architect: Holabird & Roche. | Dearborn Street Station (1885) (47 W. Polk St.). Chicago, IL. Style: Romanesque Revival. Architect: Cyrus L.W. Eidlitz. |