Chicago is the infamous location for some of Hollywood’s most iconic accomplishments. From comedies and rom-coms to action-thrillers and period pieces, you can see the following iconic movie settings all without leaving one of America’s most cinematic cities.
The Untouchables (1987)
This 80s gangster classic has shots of the Chicago Cultural Center, the Blackstone Hotel, and even Roosevelt University, but none quite compare to the absolutely unforgettable scene of that stroller going down the stairs in slow motion and being filled with bullet holes at Union Station. If you haven’t seen it, it’s right here.
The Road to Perdition (2002)
While The Road to Perdition is as slow as the car they drive in the movie, the way they make Chicago look is really cool. Whether you want to check out the armory on the South Side or the Lexington Hotel, seeing it as it is now versus how they depicted it is really something else.
Fun Fact!: While Spider-Man 2 (2004) takes place in New York City, the scene where Spider-man and Doc Ock fight on top of the train was shot on the elevated tracks of Chicago’s CTA.
Ferris Bueller’s Day Off (1986)
Ferris, Cameron, and Sloan have themselves quite a day. Stopping by The Art Institute, Wrigley Field, Marina City, the Sears (Willis) Tower, and Dearborn Street (the parade scene), they pretty much see the whole city. As a bonus, Cameron’s house can be seen almost exactly like it looks in the movie in Highland Park.
The Fugitive (1993)
The part at the end when Harrison Ford is going after the helicopter was actually shot at the top of the Hilton on State and 8th. There are plenty of places that overlook it, as the building is massively wide but comically short.
Public Enemies (2009)
A pretty disappointing film overall, but the shot of John Dillinger being gunned down outside of the Biograph Theatre is pretty great. You can see the Biograph Theatre and a little bit of gangster history first hand, which is now called the Victory Gardens Theater.
Gotham, IL: The Dark Knight (2008) was shot all over Chicago, turning a well-known city into the fictional Gotham. We saw Canal Street, LaSalle, Congress, Van Buren, and more, but turning the Richard J Daley center into Wayne Enterprises was just so fitting.
The Blues Brothers (1980)
The mural on the side of Ray’s Music Store is on East 47th, the place where the Nazis rally is Jackson Park, they grab food at Maxwell Street Market, and the Bluesmobile dies in front of City Hall. What a fantastically Chicago film.
High Fidelity (2000)
Thanks to their rampant record collecting, hipsters have made this movie all the more relevant today, and it’s about as Chicago as it gets. John Cusack works at a record store, whose storefront can be found in Wicker Park. He takes one of his exes to the Music Box and another to Green Mill Jazz Club. He even has a Schubas Poster in his apartment.
Drinking Buddies (2013)
This movie got really overlooked, but it’s a solid rom-com and it takes place in Chicago, namely inside Revolution Brewery, one of Chicago’s best and most popular craft breweries. The employees hit up The Empty Bottle, a Chicago staple that’s both a bar and one of the best live music venues in the city.
“I’ll Drive Where She’s Driving”
When Harry meets Sally (1989) and they first leave to head to NYC, they drive down Lakeshore Drive (LSD), which is even more breathtaking than in the movie, and a really fun drive. Head out yourself and see these locations firsthand!