Tinted view looking north east at Michigan Ave and the river, 1935, Chicago

Looking south on State from Randolph, Christmas 1968, Chicago. 

Black Jesus is playing at the Roosevelt, 110 N. State.

Looking north on State at Lake, December 1965, Chicago

Chicago Coliseum, October 30, 1927, Chicago

Original caption:

One of the greatest attractions at the National Radio Show, held at the Coliseum this week will be Saturday night when Bernays Johnson sits in the death chair for the second time in his life. There will be three times as much electrical current passed through his body as is required to run an ordinary street car. Photo shows left to right, Officer William McCullough, Bernays Johnson in chair, and Adolph Girsch, testing the switch

The Rose Bowl night club, 865 N Rush @ Chestnut, 1943, Chicago

Un Ballon Foudroyé a Chicago, (A balloon is struck (by lightning) in Chicago).

French newspaper cartoon, 1891.

This reminds me of Chicago native and Frances Parker alum, Edward Gorey’s drawings. 

Skyline, looking south west from the top of the Hancock Tower, 1971, Chicago

Looking north along the ‘L’ tracks above Wabash from Adams, 1981, Chicago