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Christmas Movies Set in Chicago(land)

Posted on December 22, 2025   |   Updated on December 23, 2025
“Home Alone” house

The “Home Alone” house is in Winnetka, although interior scenes were mainly shot at the former New Trier West High School. (Youngrae Kim for The Washington Post / Getty Images)

Venture beyond Hallmark (now Netflix) slop this holiday season. Go local instead 👇

It counts. If the Bears can move to Northwest Indiana, then Chicago can claim this Hoosier holiday classic. “A Christmas Story” is set in Hohman, Indiana, a fictionalized version of author Jean Shepherd's hometown Hammond, just over the border. Naturally, Ralphie’s Old Man is a begrudging Bears fan — he calls them the Chicago Chipmunks.

  • Admittedly: It was mostly filmed in Cleveland.
  • Watch it on: Hulu, Disney+, TBS and TNT for 24 hours

I know what you’re thinking: “‘A Christmas Carol’ is so overdone.” But what if Scrooge was gay, Fezziwig owned a disco club, and the late Chicago drag legend JoJo Baby played the Ghost of Christmas Future? 

Okay, so this pick is obvious. “Home Alone” is one of the most popular Christmas movies of all time and, arguably, the most popular John Hughes movie, too. The director who defined a generation attended high school in Northbrook, so much of his oeuvre is set on the North Shore. We Illinoisans appreciate that.

Also a Hughes joint, this ensemble comedy takes place in a fictional Chicago suburb, though an extremely memorable scene concerns the lingerie counter girl at Marshall Fields. Definitely a different flavor than Fields’ usual holiday representation.

In this perfect Chicago rom-com, Sandra Bullock plays a starry-eyed Brown Line employee forced to work on Christmas. That slight sets into motion a plot of mistaken identity, which would be creepy if anyone but our beloved Sandy was pretending to be a coma patient’s girlfriend. (The coma lasts a while, so this is a New Year’s movie too.)

  • Bonus points: Young Bill Pullman 💕
  • Watch it on: Disney+

Honorable Mentions

These options may not be great, but, hey, they’re technically set in Chicagoland!

🍿 The best Chicago movies of all time

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