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Best Keegan-Michael Key Movies 

Ranker Film
Updated September 20, 2019 99 votes 40 voters 2.6k views 25 items

List of the best Keegan-Michael Key movies, ranked best to worst with movie trailers when available. Keegan-Michael Key started his acting career appearing in TV series like MADtv and Key & Peele, but he quickly became a good bet at the box office. Keegan-Michael Key's highest grossing movies have received a lot of accolades over the years, earning millions upon millions around the world. The order of these top Keegan-Michael Key movies is decided by how many votes they receive, so only highly rated Keegan-Michael Key movies will be at the top of the list. Keegan-Michael Key has been in a lot of films, so people often debate each other over what the greatest Keegan-Michael Key movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Keegan-Michael Key films to end the squabble once and for all.

This is a list that features films like Keanu and Don't Think Twice.

This list answers the questions, "What are the best Keegan-Michael Key movies?" and "What are the greatest Keegan-Michael Key roles of all time?"

If you think the best Keegan-Michael Key role isn't at the top, then upvote it so it has the chance to become number one. The greatest Keegan-Michael Key performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

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1
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Jordan Peele, Keegan-Michael Key, Tiffany Haddish

Released: 2016

Directed by: Peter Atencio

Keanu is a 2016 American buddy action comedy film directed by Peter Atencio. When the adorable kitten of an L.A. crime kingpin unexpectedly enters the life of two cousins (Jordan Peele and ...more

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2
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James Franco, Bryan Cranston, Zoey Deutch

Released: 2016

Directed by: John Hamburg

Why Him? is a 2016 American comedy film directed by John Hamburg. The film follows a father who tries to stop his daughter's tech millionaire boyfriend from asking her to marry him.
3
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George Clooney, Hugh Laurie, Tim McGraw

Released: 2015

Directed by: Brad Bird

Tomorrowland is a 2015 American science-fiction mystery adventure film directed by Brad Bird. A disillusioned genius inventor (George Clooney) and a teenage science enthusiast (Britt Robertson) ...more

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4
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Skylar Astin, John Michael Higgins, Ester Dean

Released: 2015

Directed by: Elizabeth Banks

Pitch Perfect 2 is a 2015 American music and comedy film written by Kay Cannon.

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5
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Selena Gomez, Steve Buscemi, Mel Brooks

Released: 2015

Directed by: Genndy Tartakovsky

Hotel Transylvania 2 is a 2015 American 3D computer animated comedy film directed by Genndy Tartakovsky. Mavis and Johnny have a young son named Dennis, whose lack of any vampire abilities ...more

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6
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Win It All Jake Johnson, Aislinn Derbez, Joe Lo Truglio

Released: 2017

Directed by: Joe Swanberg

7
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Carmen Electra, Jay Leno, Angela Bassett

Released: 2004

Directed by: Charles Stone III

Mr. 3000 is a 2004 American sports comedy film starring Bernie Mac and Angela Bassett. The film's plot surrounds a retired Major League Baseball player who makes a comeback at age 47 in order to ...more

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8
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Jessica Szohr, Anne Archer, Joe Mantegna

Released: 2003

Directed by: Robert Shallcross

Uncle Nino is a 2003 American film directed by Robert Shallcross and produced by David James. The film deals with a dysfunctional family, who have lost their way, and a distant relative played ...more
9
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Elizabeth Banks, Louis C.K., Paul Rudd

Released: 2008

Directed by: David Wain

Role Models is a 2008 American comedy film directed by David Wain about two energy drink salesmen who are ordered to perform 150 hours of community service as punishment for various offenses. ...more

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10
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Charlie Sheen, Robert Downey Jr., Jamie Foxx

Released: 2010

Directed by: Todd Phillips

Due Date is a 2010 American comedy road film directed by Todd Phillips, co-written by Alan R. Cohen, Alan Freedland, and Adam Sztykiel, and starring Robert Downey, Jr. and Zach Galifianakis. The ...more

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11
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Jennifer Aniston, Nicole Kidman, Brooklyn Decker

Released: 2011

Directed by: Dennis Dugan

Just Go with It is a 2011 American romantic comedy film directed by Dennis Dugan, and produced by Adam Sandler, who also starred in the film. The film co-stars Jennifer Aniston, Nicole Kidman, ...more

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12
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Christina Ricci, Jimmy Fallon, Pauly Shore

Released: 2011

Directed by: Tom Brady

Bucky Larson: Born to Be a Star is a 2011 comedy film written by Adam Sandler, Allen Covert & Nick Swardson and directed by Tom Brandy.
13
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Jennifer Aniston, Malin Ã…kerman, Paul Rudd

Released: 2012

Directed by: David Wain

Wanderlust is a 2012 American comedy film directed by David Wain, starring Jennifer Aniston and Paul Rudd, as a married couple who try to escape modern society by finding themselves on a commune ...more
14
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Jennifer Aniston, Kevin Spacey, Chris Pine

Released: 2014

Directed by: Sean Anders

Horrible Bosses 2 is a 2014 American black comedy film directed by Sean Anders and a sequel to 2011's Horrible Bosses. Produced by New Line Cinema and distributed by Warner Bros., the film was ...more

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15
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Chris Pratt, Will Ferrell, Elizabeth Banks

Released: 2014

Directed by: Phil Lord, Christopher Miller

The Lego Movie is a 2014 3D computer-animated adventure comedy film directed by Phil Lord and Christopher Miller. An ordinary Lego minifigure (Chris Pratt) who finds himself being the only one ...more

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16
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Leslie Bibb, Michael Ian Black, Keegan-Michael Key

Released: 2013

Directed by: Thomas Lennon, Robert Ben Garant

Hell Baby is an American horror-comedy film written and directed by Robert Ben Garant and Thomas Lennon. The film stars Rob Corddry, Leslie Bibb, Keegan Michael Key, Riki Lindhome, Rob Huebel, ...more
17
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Jane Lynch, Juno Temple, Josh Radnor

Released: 2013

Directed by: Jill Soloway

Afternoon Delight is a 2013 American comedy-drama film written and directed by Jill Soloway. The film stars Kathryn Hahn, Juno Temple, Josh Radnor, and Jane Lynch.
18
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Nina Dobrev, Andy Garcia, Natasha Leggero

Released: 2014

Directed by: Luke Greenfield

Let's Be Cops is a 2014 American buddy cop comedy film written and directed by Luke Greenfield, and co-written with Nicholas Thomas. The film stars Jake Johnson and Damon Wayans, Jr. as two ...more
19
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Matt Letscher, Keegan-Michael Key

Released: 2014

Directed by: Jason Strouse

Teacher of the Year is a comedy film directed by Jason Strouse.
20
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Kyle Gallner, Olivia Thirlby, Nick Offerman

Released: 2015

Directed by: Oliver Thompson

21
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Andy Samberg, Katie Crown, Kelsey Grammer

Released: 2016

Directed by: Nicholas Stoller, Doug Sweetland

Storks is a 2016 American 3D computer-animated comedy adventure film directed by Nicholas Stoller and Doug Sweetland. Storks have moved on from delivering babies to packages, but when an order ...more

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22
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Jason Sudeikis, Josh Gad, Danny McBride

Released: 2016

Directed by: Clay Kaytis and Fergal Reilly

The Angry Birds Movie (or simply Angry Birds)[5] is a 2016 Finnish-American 3D computer-animated action-adventure comedy film based on the video game series of the same name. It was directed by ...more

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23
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Ed Helms, Christina Applegate, Skyler Gisondo

Released: 2015

Directed by: Jonathan Goldstein and John Francis Daley

Vacation is a 2015 American comedy film written and directed by Jonathan Goldstein and John Francis Daley (in their directorial debuts). It is the fifth installment of the Vacation film series ...more
24
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Mike Birbiglia, Keegan-Michael Key, Gillian Jacobs

Released: 2016

Directed by: Mike Birbiglia

Don't Think Twice is a 2016 American comedy-drama film directed by Mike Birbiglia. When a member (Keegan-Michael Key) of a popular New York City improv troupe gets a huge break, the rest of the ...more
25
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Freaks of Nature Nicholas Braun, Mackenzie Davis, Josh Fadem

Released: 2015

Directed by: Robbie Pickering