Chicago, Chicago, You're My Kinda Town!
by scojofan | created - 24 Sep 2014 | updated - 01 Aug 2016 | PublicIn no particular order.
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1. 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: 213,766 | Gross: $57.23M
2. 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: 189,270 | Gross: $27.29M
3. While You Were Sleeping (1995)
PG | 103 min | Comedy, Drama, Romance
A hopelessly romantic Chicago Transit Authority ticket booth operator is mistaken for the fiancée of a comatose patient.
Director: Jon Turteltaub | Stars: Sandra Bullock, Bill Pullman, Peter Gallagher, Peter Boyle
Votes: 113,591 | Gross: $81.06M
4. Boss (2011–2012)
TV-MA | 60 min | Crime, Drama
Mayor Tom Kane, diagnosed with a dementia disorder, struggles to keep his grip on power in Chicago.
Stars: Kelsey Grammer, Connie Nielsen, Hannah Ware, Jeff Hephner
Votes: 18,332
5. Chicago P.D. (2014– )
TV-14 | 43 min | Action, Crime, Drama
Follows District 21 of the Chicago Police Department, made up of two different groups: the uniformed cops and the Intelligence Unit.
Stars: Jason Beghe, Marina Squerciati, Patrick John Flueger, Amy Morton
Votes: 44,311
6. Save the Last Dance (2001)
PG-13 | 112 min | Drama, Music, Romance
A white midwestern girl moves to Chicago, where her new boyfriend is a black teen from the South Side with a rough, semi-criminal past.
Director: Thomas Carter | Stars: Julia Stiles, Sean Patrick Thomas, Kerry Washington, Fredro Starr
Votes: 65,834 | Gross: $91.06M
7. Three to Tango (1999)
PG-13 | 98 min | Comedy, Romance
A rich businessman's assumption that his new colleague is gay leads him to ask the man to keep an eye on his mistress. However, the man is not gay--and he begins to fall for the woman himself.
Director: Damon Santostefano | Stars: Neve Campbell, Matthew Perry, Dylan McDermott, Oliver Platt
Votes: 20,038 | Gross: $10.54M
8. Blink (1993)
R | 106 min | Crime, Drama, Mystery
Emma, a blind violinist who had recently undergone a revolutionary surgery, joins with a police detective to track a serial killer after she was an inadvertent witness to his latest crime.
Director: Michael Apted | Stars: Madeleine Stowe, Aidan Quinn, James Remar, Peter Friedman
Votes: 9,101 | Gross: $16.70M
9. 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: 385,113 | Gross: $70.14M
10. About Last Night (1986)
R | 113 min | Comedy, Drama, Romance
A man and woman meet and try to have a romantic affair, despite their personal problems and the interference of their disapproving friends.
Director: Edward Zwick | Stars: Rob Lowe, Demi Moore, Jim Belushi, Elizabeth Perkins
Votes: 17,260 | Gross: $38.70M
11. The Chicago Code (2011)
TV-14 | 44 min | Action, Crime, Drama
Detective Jarek Wysocki, one of Chicago's toughest cops, struggles to clean up the town's violence and corruption.
Stars: Jason Clarke, Jennifer Beals, Matt Lauria, Devin Kelley
Votes: 8,468
12. Flashdance (1983)
R | 95 min | Drama, Music, Romance
An 18-year-old female amateur dancer who performs nightly at a dancing bar, and works as a welder during the day, dreams of joining the Pittsburgh ballet school.
Director: Adrian Lyne | Stars: Jennifer Beals, Michael Nouri, Lilia Skala, Sunny Johnson
Votes: 59,255 | Gross: $94.90M
13. Return to Me (2000)
PG | 115 min | Comedy, Drama, Romance
A man who falls in love with the woman who received his wife's heart must decide which woman it is who holds his heart.
Director: Bonnie Hunt | Stars: David Duchovny, Minnie Driver, Carroll O'Connor, Robert Loggia
Votes: 22,683 | Gross: $32.66M
14. Wicker Park (2004)
PG-13 | 114 min | Drama, Mystery, Romance
A young Chicago advertising executive believes a woman he sees in a café is his long-lost love. His belief leads to obsession, as he puts his life on hold in order to trail her.
Director: Paul McGuigan | Stars: Josh Hartnett, Diane Kruger, Matthew Lillard, Rose Byrne
Votes: 58,528 | Gross: $12.83M
15. Risky Business (1983)
R | 99 min | Comedy, Crime, Drama
A Chicago teenager is looking for fun at home while his parents are away, but the situation quickly gets out of hand.
Director: Paul Brickman | Stars: Tom Cruise, Rebecca De Mornay, Joe Pantoliano, Richard Masur
Votes: 99,444 | Gross: $63.50M
16. My Bodyguard (1980)
PG | 102 min | Comedy, Drama, Family
When a boy comes to a new school and gets harassed by a bully, he acquires the services of the school's most feared kid as a bodyguard.
Director: Tony Bill | Stars: Chris Makepeace, Adam Baldwin, Matt Dillon, Paul Quandt
Votes: 10,799 | Gross: $22.48M
17. The Break-Up (2006)
PG-13 | 106 min | Comedy, Drama, Romance
A couple's break-up proceeds to get uglier and nastier by the moment as each tries to keep their luxurious condo from the other.
Director: Peyton Reed | Stars: Jennifer Aniston, Vince Vaughn, Jon Favreau, Joey Lauren Adams
Votes: 138,673 | Gross: $118.70M
18. Only the Lonely (1991)
PG-13 | 104 min | Comedy, Romance
A Chicago cop must balance loyalty to his controlling mother and a relationship with a shy funeral home worker.
Director: Chris Columbus | Stars: John Candy, Maureen O'Hara, Ally Sheedy, Kevin Dunn
Votes: 12,296 | Gross: $21.83M
19. My Big Fat Greek Wedding (2002)
PG | 95 min | Comedy, Drama, Romance
A young Greek woman falls in love with a non-Greek and struggles to get her family to accept him while she comes to terms with her heritage and cultural identity.
Director: Joel Zwick | Stars: Nia Vardalos, John Corbett, Michael Constantine, Christina Eleusiniotis
Votes: 144,235 | Gross: $241.44M
20. The Lake House (2006)
PG | 99 min | Drama, Fantasy, Romance
A lonely doctor who once occupied an unusual lakeside house begins to exchange love letters with its former resident, a frustrated architect. They must try to unravel the mystery behind their extraordinary romance before it's too late.
Director: Alejandro Agresti | Stars: Keanu Reeves, Sandra Bullock, Christopher Plummer, Ebon Moss-Bachrach
Votes: 157,341 | Gross: $52.33M
21. My Best Friend's Wedding (1997)
PG-13 | 105 min | Comedy, Drama, Romance
When a woman's long-time friend reveals he's engaged, she realizes she loves him herself and sets out to get him, with only days before the wedding.
Director: P.J. Hogan | Stars: Julia Roberts, Dermot Mulroney, Cameron Diaz, Rupert Everett
Votes: 154,815 | Gross: $127.12M
22. Never Been Kissed (1999)
PG-13 | 107 min | Comedy, Drama, Romance
A newspaper reporter enrolls in high school as part of research for a story.
Director: Raja Gosnell | Stars: Drew Barrymore, David Arquette, Michael Vartan, Molly Shannon
Votes: 97,307 | Gross: $55.47M
23. The Mob Doctor (2012–2013)
60 min | Crime, Drama, Mystery
A young thoracic surgeon becomes indebted to the South Chicago mafia and is forced to moonlight as a mob doctor, while also working full time at Chicago's most prominent hospital.
Stars: Jordana Spiro, William Forsythe, James Carpinello, Zach Gilford
Votes: 4,467
24. Public Enemies (2009)
R | 140 min | Action, Biography, Crime
The Feds try to take down notorious American gangsters John Dillinger, Baby Face Nelson, and Pretty Boy Floyd during a booming crime wave in the 1930s.
Director: Michael Mann | Stars: Christian Bale, Johnny Depp, Christian Stolte, Jason Clarke
Votes: 317,990 | Gross: $97.10M
25. The Color of Money (1986)
R | 119 min | Drama, Sport
Fast Eddie Felson teaches a cocky but immensely talented protégé the ropes of pool hustling, which in turn inspires him to make an unlikely comeback.
Director: Martin Scorsese | Stars: Paul Newman, Tom Cruise, Mary Elizabeth Mastrantonio, Helen Shaver
Votes: 92,987 | Gross: $52.29M
26. Source Code (2011)
PG-13 | 93 min | Action, Drama, Mystery
A soldier wakes up in someone else's body and discovers he's part of an experimental government program to find the bomber of a commuter train within 8 minutes.
Director: Duncan Jones | Stars: Jake Gyllenhaal, Michelle Monaghan, Vera Farmiga, Jeffrey Wright
Votes: 548,190 | Gross: $54.71M
27. 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: 329,784 | Gross: $76.27M
28. Chicago Fire (2012– )
TV-14 | 43 min | Action, Drama
The story of firefighters and paramedics in the city of Chicago, both on a personal and professional level.
Stars: Taylor Kinney, Christian Stolte, Eamonn Walker, Joe Minoso
Votes: 63,955
29. ER (1994–2009)
TV-14 | 44 min | Drama, Romance
The lives, loves and losses of the doctors and nurses of Chicago's County General Hospital.
Stars: Anthony Edwards, George Clooney, Julianna Margulies, Eriq La Salle
Votes: 67,399
30. Hoop Dreams (1994)
PG-13 | 170 min | Documentary, Drama, Sport
A film following the lives of two inner-city Chicago boys who struggle to become college basketball players on the road to going professional.
Director: Steve James | Stars: William Gates, Arthur Agee, Emma Gates, Curtis Gates
Votes: 27,937 | Gross: $7.83M
31. 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: 83,173 | Gross: $12.48M
32. 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: 317,345 | Gross: $183.88M
33. Hill Street Blues (1981–1987)
TV-14 | 60 min | Crime, Drama, Mystery
The lives and work of the staff of an inner city police precinct.
Stars: Daniel J. Travanti, Michael Warren, Bruce Weitz, James Sikking
Votes: 10,497
34. The Loop (2006–2007)
TV-14 | Comedy
A recent college graduate adjusts to life as a corporate drone.
Stars: Bret Harrison, Eric Christian Olsen, Mimi Rogers, Philip Baker Hall
Votes: 2,014
35. The Chicago Code (2011)
TV-14 | 44 min | Action, Crime, Drama
Detective Jarek Wysocki, one of Chicago's toughest cops, struggles to clean up the town's violence and corruption.
Stars: Jason Clarke, Jennifer Beals, Matt Lauria, Devin Kelley
Votes: 8,468
36. Boss (2011–2012)
TV-MA | 60 min | Crime, Drama
Mayor Tom Kane, diagnosed with a dementia disorder, struggles to keep his grip on power in Chicago.
Stars: Kelsey Grammer, Connie Nielsen, Hannah Ware, Jeff Hephner
Votes: 18,332
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