Kim O'Brien: Top 25 Chicago Movies!
by kimberleyochicago | created - 27 Mar 2014 | updated - 27 Mar 2014 | PublicMy favorite movies set in Chicago! In no particular order. Just ones I like or remember from being a kid!
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1. Bridesmaids (I) (2011)
R | 125 min | Comedy
Competition between the maid of honor and a bridesmaid, over who is the bride's best friend, threatens to upend the life of an out-of-work pastry chef.
Director: Paul Feig | Stars: Kristen Wiig, Maya Rudolph, Rose Byrne, Terry Crews
Votes: 309,103 | Gross: $169.11M
2. Flatliners (1990)
R | 115 min | Drama, Horror, Sci-Fi
Five medical students experiment with "near death" experiences, until the dark consequences of past tragedies begin to jeopardize their lives.
Director: Joel Schumacher | Stars: Kiefer Sutherland, Kevin Bacon, Julia Roberts, William Baldwin
Votes: 93,397 | Gross: $61.49M
3. Christmas Vacation (1989)
PG-13 | 97 min | Comedy
The Griswold family's plans for a big family Christmas predictably turn into a big disaster.
Director: Jeremiah S. Chechik | Stars: Chevy Chase, Beverly D'Angelo, Juliette Lewis, Johnny Galecki
Votes: 220,087 | Gross: $71.32M
4. The Blues Brothers (1980)
R | 133 min | Action, Adventure, Comedy
Jake Blues rejoins with his brother Elwood after being released from prison, but the duo has just days to reunite their old R&B band and save the Catholic home where the two were raised, outrunning the police as they tear through Chicago.
Director: John Landis | Stars: John Belushi, Dan Aykroyd, Cab Calloway, John Candy
Votes: 214,404 | Gross: $57.23M
5. Candyman (1992)
R | 99 min | Horror, Thriller
The Candyman, a murderous soul with a hook for a hand, is accidentally summoned to reality by a skeptic grad student researching the monster's myth.
Director: Bernard Rose | Stars: Virginia Madsen, Xander Berkeley, Tony Todd, Kasi Lemmons
Votes: 100,125 | Gross: $25.79M
6. Chicago (2002)
PG-13 | 113 min | Comedy, Crime, Musical
Two death-row murderesses develop a fierce rivalry while competing for publicity, celebrity, and a sleazy lawyer's attention.
Director: Rob Marshall | Stars: Renée Zellweger, Catherine Zeta-Jones, Richard Gere, Taye Diggs
Votes: 243,299 | Gross: $170.69M
7. Adventures in Babysitting (1987)
PG-13 | 102 min | Adventure, Comedy, Crime
A babysitter must battle her way through the big city after being stranded there with the kids she's looking after.
Director: Chris Columbus | Stars: Elisabeth Shue, Maia Brewton, Keith Coogan, Anthony Rapp
Votes: 49,092 | Gross: $34.37M
8. Barbershop (2002)
PG-13 | 102 min | Comedy, Drama
A day in the life of a South Side Chicago barbershop.
Director: Tim Story | Stars: Ice Cube, Cedric The Entertainer, Eve, Anthony Anderson
Votes: 33,531 | Gross: $75.78M
9. Planes, Trains & Automobiles (1987)
R | 93 min | Comedy, Drama
A Chicago advertising man must struggle to travel home from New York for Thanksgiving, with a lovable oaf of a shower-curtain-ring salesman as his only companion.
Director: John Hughes | Stars: Steve Martin, John Candy, Laila Robins, Michael McKean
Votes: 160,172 | Gross: $49.53M
10. High Fidelity (2000)
R | 113 min | Comedy, Drama, Music
Rob, a record store owner and compulsive list maker, recounts his top five breakups, including the one in progress.
Director: Stephen Frears | Stars: John Cusack, Iben Hjejle, Todd Louiso, Jack Black
Votes: 189,718 | Gross: $27.29M
11. Child's Play (1988)
R | 87 min | Horror, Thriller
A struggling single mother unknowingly gifts her son a doll imbued with a serial killer's consciousness.
Director: Tom Holland | Stars: Catherine Hicks, Chris Sarandon, Alex Vincent, Brad Dourif
Votes: 116,680 | Gross: $33.24M
12. Casino (1995)
R | 178 min | Crime, Drama
In Las Vegas, two best friends - a casino executive and a mafia enforcer - compete for a gambling empire and a fast-living, fast-loving socialite.
Director: Martin Scorsese | Stars: Robert De Niro, Sharon Stone, Joe Pesci, James Woods
Votes: 563,686 | Gross: $42.44M
13. Class (1983)
R | 98 min | Comedy, Drama, Romance
A young man in private school spends one crazy night out, and only later does he learn more about the woman who enlivened his night.
Director: Lewis John Carlino | Stars: Jacqueline Bisset, Rob Lowe, Andrew McCarthy, Cliff Robertson
Votes: 12,036
14. Dick Tracy (1990)
PG | 105 min | Action, Comedy, Crime
The comic strip detective finds his life vastly complicated when Breathless Mahoney makes advances towards him while he is trying to battle Big Boy Caprice's united mob.
Director: Warren Beatty | Stars: Warren Beatty, Madonna, Al Pacino, Charlie Korsmo
Votes: 65,722 | Gross: $103.74M
15. Ferris Bueller's Day Off (1986)
PG-13 | 103 min | Comedy
A popular high school student, admired by his peers, decides to take a day off from school and goes to extreme lengths to pull it off, to the chagrin of his Dean, who'll do anything to stop him.
Director: John Hughes | Stars: Matthew Broderick, Alan Ruck, Mia Sara, Jeffrey Jones
Votes: 386,291 | Gross: $70.14M
16. The Fugitive (1993)
PG-13 | 130 min | Action, Crime, Drama
Dr. Richard Kimble, unjustly accused of murdering his wife, must find the real killer while being the target of a nationwide manhunt led by a seasoned U.S. Marshal.
Director: Andrew Davis | Stars: Harrison Ford, Tommy Lee Jones, Sela Ward, Julianne Moore
Votes: 318,537 | Gross: $183.88M
17. Girls Just Want to Have Fun (1985)
PG | 90 min | Comedy, Music, Romance
Janey is new in town and soon meets Lynne, who shares her passion for dancing in general and "Dance TV" in particular.
Director: Alan Metter | Stars: Biff Yeager, Kristi Somers, Richard Blade, Ian Michael Giatti
Votes: 12,927 | Gross: $6.33M
18. Home Alone (1990)
PG | 103 min | Comedy, Family
An eight-year-old troublemaker, mistakenly left home alone, must defend his home against a pair of burglars on Christmas Eve.
Director: Chris Columbus | Stars: Macaulay Culkin, Joe Pesci, Daniel Stern, John Heard
Votes: 652,642 | Gross: $285.76M
19. Lucas (1986)
PG-13 | 100 min | Comedy, Drama, Romance
A socially inept fourteen-year-old experiences heartbreak for the first time when his two best friends - Cappie, an older-brother figure, and Maggie, the new girl with whom he is in love - fall for each other.
Director: David Seltzer | Stars: Corey Haim, Kerri Green, Charlie Sheen, Courtney Thorne-Smith
Votes: 17,527 | Gross: $8.20M
20. Mo' Money (1992)
R | 89 min | Action, Comedy, Crime
A con man, seeking to gain the affections of a woman he saw entering an office building, aquires a job in the same building working for an executive who has plans to use his skills for more than just the workplace.
Director: Peter MacDonald | Stars: Damon Wayans, Stacey Dash, Marlon Wayans, Joe Santos
Votes: 8,263 | Gross: $40.23M
21. Prelude to a Kiss (1992)
PG-13 | 105 min | Comedy, Fantasy, Romance
A couple fall in love despite the girl's pessimistic outlook. As they struggle to come to terms with their relationship, something supernatural happens that tests it.
Director: Norman René | Stars: Meg Ryan, Alec Baldwin, Kathy Bates, Ned Beatty
Votes: 8,521 | Gross: $20.01M
22. Road to Perdition (2002)
R | 117 min | Crime, Drama, Thriller
A mob enforcer's son in 1930s Illinois witnesses a murder, forcing him and his father to take to the road, and his father down a path of redemption and revenge.
Director: Sam Mendes | Stars: Tom Hanks, Tyler Hoechlin, Paul Newman
Votes: 284,448 | Gross: $104.45M
23. The Weather Man (2005)
R | 102 min | Comedy, Drama
A Chicago weather man, separated from his wife and children, debates whether professional and personal success are mutually exclusive.
Director: Gore Verbinski | Stars: Nicolas Cage, Hope Davis, Nicholas Hoult, Michael Caine
Votes: 83,306 | Gross: $12.48M
24. The Untouchables (1987)
R | 119 min | Crime, Drama, Thriller
During Prohibition, Treasury agent Eliot Ness sets out to stop ruthless Chicago gangster Al Capone, and assembles a small, incorruptible team to help him.
Director: Brian De Palma | Stars: Kevin Costner, Sean Connery, Robert De Niro, Charles Martin Smith
Votes: 330,704 | Gross: $76.27M
25. Tommy Boy (1995)
PG-13 | 97 min | Adventure, Comedy
After his auto-parts tycoon father dies, the overweight, underachieving son teams up with a snide accountant to try and save the family business.
Director: Peter Segal | Stars: Chris Farley, David Spade, Brian Dennehy, Bo Derek
Votes: 97,236 | Gross: $32.70M
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