I visited a few of the Chicago filming locations. You can check out the photos at
https://rtrlocations.blogspot.com/2016/12/adventures-in-babysitting-1987.html
My film/television/music video locations blog:
http://rtrlocations.blogspot.com
Cool site, thanks for sharing. It looks like they filmed all of it in Toronto and matte painings/sfx made the main cast look like they were in Chicago. Also looks like the second unit filmed all the Chicago scenes.
Imdb message boards - kick someone's ass on the first day, or become someone's bitch.
Thanks! Yeah, that's movie magic for you.
My film/television/music video locations blog:
http://rtrlocations.blogspot.com