The 15 Best Movies Set in Chicago, Ranked
15. Adventures in Babysitting (1987) Chris Columbus’s first effort as a director,Adventures in Babysitting, is set in Chicago. The film is familiar territory after he wroteThe Goonies: a ragtag group of kids, led by a persistent leader kid, navigating an unfamiliar plot and making their way back home. Like any movie with kid shenanigans, trouble follows the teens—but it ultimately ends in a fun way. And Chicago does show up, especially in one of the best scenes where the kids are singing in a blues club with legendary guitarist Albert Collins....