It's Your Kind of Town

by yrnej | created - 07 Sep 2016 | updated - 20 Feb 2017 | Public

A recent film made in Chicago, Southside with You (2016) chronicles the first date of Michelle and Barack Obama. Of the worlds of these Chicago-set films, which would you most like to live in?

Discuss the list here

 Refine See titles to watch instantly, titles you haven't rated, etc
  • Instant Watch Options
  • Genres
  • Movies or TV
  • IMDb Rating
  • In Theaters
  • On TV
  • Release Year
  • Keywords



IMDb user rating (average) to
Number of votes to »




Reset



Reset
Release year or range to »




































































































1. About Last Night... (1986)

R | 113 min | Comedy, Drama, Romance

70 Metascore

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: 12,935 | Gross: $38.70M

2. Adventures in Babysitting (1987)

PG-13 | 102 min | Adventure, Comedy, Crime

45 Metascore

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: 32,905 | Gross: $34.37M

3. Baby's Day Out (1994)

PG | 99 min | Adventure, Comedy, Crime

Baby Bink couldn't ask for more; he has adoring (if somewhat sickly-sweet) parents, he lives in a huge mansion, and he's just about to appear in the social pages of the paper. Unfortunately... See full summary »

Director: Patrick Read Johnson | Stars: Lara Flynn Boyle, Joe Mantegna, Joe Pantoliano, Brian Haley

Votes: 39,531 | Gross: $16.67M

4. Backdraft (1991)

R | 137 min | Action, Crime, Drama

38 Metascore

Two Chicago firefighter brothers, who don't get along, have to work together while a dangerous arsonist is on the loose.

Director: Ron Howard | Stars: Kurt Russell, William Baldwin, Robert De Niro, Donald Sutherland

Votes: 64,555 | Gross: $77.87M

5. Barbershop (2002)

PG-13 | 102 min | Comedy, Drama

66 Metascore

A day in the life of a South Side Chicago barbershop.

Director: Tim Story | Stars: Ice Cube, Cedric the Entertainer, Eve, Anthony Anderson

Votes: 27,235 | Gross: $75.78M

6. The Blues Brothers (1980)

R | 133 min | Adventure, Comedy, Crime

60 Metascore

Jake Blues, just out from prison, puts together his old band to save the Catholic home where he and brother Elwood were raised.

Director: John Landis | Stars: John Belushi, Dan Aykroyd, Cab Calloway, John Candy

Votes: 162,906 | Gross: $57.23M

7. The Break-Up (2006)

PG-13 | 106 min | Comedy, Drama, Romance

45 Metascore

In a bid to keep their luxurious condo from their significant other, a couple's break-up proceeds to get uglier and nastier by the moment.

Director: Peyton Reed | Stars: Jennifer Aniston, Vince Vaughn, Jon Favreau, Joey Lauren Adams

Votes: 113,552 | Gross: $118.70M

8. Chicago (2002)

PG-13 | 113 min | Comedy, Crime, Musical

82 Metascore

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: 196,016 | Gross: $170.69M

9. Chicago Cab (1997)

R | 96 min | Comedy, Drama

There is more to this story than this review lets on. It reflects all different facets of society over one drivers shift. He starts out it seems as a cold, ignorant man. But his character ... See full summary »

Directors: Mary Cybulski, John Tintori | Stars: Paul Dillon, Tim Gamble, Olivia Trevino, Moira Sinise

Votes: 1,774 | Gross: $0.00M

10. Chi-Raq (2015)

R | 127 min | Comedy, Crime, Drama

77 Metascore

A modern day adaptation of the ancient Greek play Lysistrata by Aristophanes, set against the backdrop of gang violence in Chicago, Illinois.

Director: Spike Lee | Stars: Nick Cannon, Teyonah Parris, Wesley Snipes, Angela Bassett

Votes: 7,698 | Gross: $2.65M

11. Cooley High (1975)

PG | 107 min | Comedy, Drama, Romance

In 1964, a group of high school friends who live on the Near North Side of Chicago enjoy life to the fullest...parties, hanging out, meeting new friends. Then life changes for two of the ... See full summary »

Director: Michael Schultz | Stars: Glynn Turman, Lawrence-Hilton Jacobs, Garrett Morris, Cynthia Davis

Votes: 3,656

12. Drinking Buddies (2013)

R | 90 min | Comedy, Drama, Romance

71 Metascore

Luke and Kate are coworkers at a brewery who spend their nights drinking and flirting heavily. One weekend away together with their significant others proves who really belongs together and who doesn't.

Director: Joe Swanberg | Stars: Olivia Wilde, Jake Johnson, Anna Kendrick, Ron Livingston

Votes: 52,576 | Gross: $0.34M

13. Eight Men Out (1988)

PG | 119 min | Drama, History, Sport

71 Metascore

A dramatization of the Black Sox scandal when the underpaid Chicago White Sox accepted bribes to deliberately lose the 1919 World Series.

Director: John Sayles | Stars: John Cusack, Clifton James, Michael Lerner, Christopher Lloyd

Votes: 16,764 | Gross: $5.68M

14. Ferris Bueller's Day Off (1986)

PG-13 | 103 min | Comedy

61 Metascore

A high school wise guy is determined to have a day off from school, despite what the Principal thinks of that.

Director: John Hughes | Stars: Matthew Broderick, Alan Ruck, Mia Sara, Jeffrey Jones

Votes: 280,745 | Gross: $70.14M

15. The Fugitive (1993)

PG-13 | 130 min | Action, Crime, Drama

87 Metascore

Dr. Richard Kimble, unjustly accused of murdering his wife, must find the real killer while being the target of a nationwide manhunt lead by a seasoned US Marshall.

Director: Andrew Davis | Stars: Harrison Ford, Tommy Lee Jones, Sela Ward, Julianne Moore

Votes: 238,937 | Gross: $183.88M

16. High Fidelity (2000)

R | 113 min | Comedy, Drama, Music

79 Metascore

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: 155,854 | Gross: $27.28M

17. His Girl Friday (1940)

Passed | 92 min | Comedy, Drama, Romance

A newspaper editor uses every trick in the book to keep his ace reporter ex-wife from remarrying.

Director: Howard Hawks | Stars: Cary Grant, Rosalind Russell, Ralph Bellamy, Gene Lockhart

Votes: 47,072 | Gross: $0.30M

18. In Old Chicago (1938)

Approved | 95 min | Action, Drama, Musical

The O'Leary brothers -- honest Jack and roguish Dion -- become powerful figures, and eventually rivals, in Chicago on the eve of its Great Fire.

Director: Henry King | Stars: Tyrone Power, Alice Faye, Don Ameche, Alice Brady

Votes: 1,829

19. Love Jones (1997)

R | 104 min | Drama, Romance

Darius Lovehall is a young black poet in Chicago who starts dating Nina Mosley, a beautiful and talented photographer. While trying to figure out if they've got a "love thing" or are just "... See full summary »

Director: Theodore Witcher | Stars: Larenz Tate, Nia Long, Isaiah Washington, Lisa Nicole Carson

Votes: 3,307 | Gross: $12.51M

20. The Man with the Golden Arm (1955)

Passed | 119 min | Crime, Drama, Film-Noir

A strung-out junkie deals with a demoralizing drug addiction while his crippled wife and card sharks pull him down.

Director: Otto Preminger | Stars: Frank Sinatra, Kim Novak, Eleanor Parker, Arnold Stang

Votes: 8,248

21. My Best Friend's Wedding (1997)

PG-13 | 105 min | Comedy, Drama, Romance

50 Metascore

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: 112,742 | Gross: $127.12M

22. My Bodyguard (1980)

PG | 102 min | Comedy, Drama, Family

67 Metascore

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: 7,780 | Gross: $22.48M

23. A Raisin in the Sun (1961)

Approved | 128 min | Drama

A substantial insurance payment could mean either financial salvation or personal ruin for a poor black family.

Director: Daniel Petrie | Stars: Sidney Poitier, Claudia McNeil, Ruby Dee, Diana Sands

Votes: 5,948

24. Return to Me (2000)

PG | 115 min | Comedy, Drama, Romance

54 Metascore

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: 18,070 | Gross: $32.66M

25. Roll Bounce (2005)

PG-13 | 112 min | Comedy, Drama, Music

59 Metascore

In the summer of 1978, a teenager and his group of friends face new challenges when their neighborhood roller-skating rink closes, forcing them to visit a different rink.

Director: Malcolm D. Lee | Stars: Shad Moss, Nick Cannon, Meagan Good, Chi McBride

Votes: 6,048 | Gross: $17.38M

26. Rookie of the Year (1993)

PG | 103 min | Comedy, Family, Fantasy

When an accident miraculously gives a boy an incredibly powerful pitching arm, he becomes a major league pitcher for the Chicago Cubs.

Director: Daniel Stern | Stars: Thomas Ian Nicholas, Gary Busey, Albert Hall, Amy Morton

Votes: 21,212 | Gross: $53.58M

27. Save the Last Dance (2001)

PG-13 | 112 min | Drama, Music, Romance

53 Metascore

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: 52,996 | Gross: $91.06M

28. Scarface (1932)

PG | 93 min | Action, Crime, Drama

An ambitious and nearly insane violent gangster climbs the ladder of success in the mob, but his weaknesses prove to be his downfall.

Directors: Howard Hawks, Richard Rosson | Stars: Paul Muni, Ann Dvorak, Karen Morley, Osgood Perkins

Votes: 22,297

29. The Sting (1973)

PG | 129 min | Comedy, Crime, Drama

80 Metascore

Two grifters team up to pull off the ultimate con.

Director: George Roy Hill | Stars: Paul Newman, Robert Redford, Robert Shaw, Charles Durning

Votes: 211,467 | Gross: $159.60M

30. Stranger Than Fiction (2006)

PG-13 | 113 min | Comedy, Drama, Fantasy

67 Metascore

An I.R.S. auditor suddenly finds himself the subject of narration only he can hear: narration that begins to affect his entire life, from his work, to his love-interest, to his death.

Director: Marc Forster | Stars: Will Ferrell, Emma Thompson, Dustin Hoffman, Queen Latifah

Votes: 203,754 | Gross: $40.14M

31. Uncle Buck (1989)

PG | 100 min | Comedy

51 Metascore

Bachelor and all round slob, Buck, babysits his brother's rebellious teenage daughter and her cute younger brother and sister.

Director: John Hughes | Stars: John Candy, Macaulay Culkin, Jean Louisa Kelly, Gaby Hoffmann

Votes: 73,175 | Gross: $66.76M

32. The Untouchables (1987)

R | 119 min | Crime, Drama, Thriller

79 Metascore

During the era of Prohibition in the United States, federal agent Eliot Ness sets out to stop ruthless Chicago gangster Al Capone, and because of rampant corruption, assembles a small, hand-picked team to help him.

Director: Brian De Palma | Stars: Kevin Costner, Sean Connery, Robert De Niro, Charles Martin Smith

Votes: 247,903 | Gross: $76.27M

33. Wayne's World (1992)

PG-13 | 94 min | Comedy, Music

57 Metascore

Two slacker friends try to promote their public-access cable show.

Director: Penelope Spheeris | Stars: Mike Myers, Dana Carvey, Rob Lowe, Tia Carrere

Votes: 128,591 | Gross: $121.70M

34. The Weather Man (2005)

R | 102 min | Comedy, Drama

61 Metascore

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: 73,732 | Gross: $12.48M

35. While You Were Sleeping (1995)

PG | 103 min | Comedy, Drama, Romance

67 Metascore

A hopeless romantic Chicago Transit Authority token collector is mistaken for the fiancée of a coma patient.

Director: Jon Turteltaub | Stars: Sandra Bullock, Bill Pullman, Peter Gallagher, Peter Boyle

Votes: 81,616 | Gross: $81.06M



Recently Viewed