Comedies after 1999
by daleholmgren | created - 16 Jan 2021 | updated - 16 Jan 2021 | Public- Instant Watch Options
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1. The Last Regret (2020)
90 min | Comedy
Sam is a young woman whose father died when she was a teenager, overcoming that tragedy, she gets her happily ever after with the man she loves until it all falls apart. Now she is back in ... See full summary »
Director: Don Tjernagel | Stars: Jordan Abbe, J.T. Auger, Clint Boevers, Jillian Brown
Votes: 2,965
2. BROS. Last Call (2018)
92 min | Comedy
Comedy Matt is facing the inevitable ending of his youth, and is also alone on his weekly outing in his beloved hometown of Waterloo, Iowa. His best friend and main friend Tanner is now engaged and spending all his time with his fiance.
Director: Don Tjernagel | Stars: Don Tjernagel, Matt Lee Ingebritson, Corey Kerr, Cassie O'Meara
Votes: 3,514
3. Snatch (2000)
R | 102 min | Comedy, Crime
Unscrupulous boxing promoters, violent bookmakers, a Russian gangster, incompetent amateur robbers and supposedly Jewish jewelers fight to track down a priceless stolen diamond.
Director: Guy Ritchie | Stars: Jason Statham, Brad Pitt, Stephen Graham, Vinnie Jones
Votes: 911,011 | Gross: $30.33M
4. Three Billboards Outside Ebbing, Missouri (2017)
R | 115 min | Comedy, Crime, Drama
A mother personally challenges the local authorities to solve her daughter's murder when they fail to catch the culprit.
Director: Martin McDonagh | Stars: Frances McDormand, Woody Harrelson, Sam Rockwell, Caleb Landry Jones
Votes: 555,100 | Gross: $54.51M
5. Up (2009)
PG | 96 min | Animation, Adventure, Comedy
78-year-old Carl Fredricksen travels to Paradise Falls in his house equipped with balloons, inadvertently taking a young stowaway.
Directors: Pete Docter, Bob Peterson | Stars: Edward Asner, Jordan Nagai, John Ratzenberger, Christopher Plummer
Votes: 1,125,117 | Gross: $293.00M
6. The Grand Budapest Hotel (2014)
R | 99 min | Adventure, Comedy, Crime
A writer encounters the owner of an aging high-class hotel, who tells him of his early years serving as a lobby boy in the hotel's glorious years under an exceptional concierge.
Director: Wes Anderson | Stars: Ralph Fiennes, F. Murray Abraham, Mathieu Amalric, Adrien Brody
Votes: 886,691 | Gross: $59.10M
7. In Bruges (2008)
R | 107 min | Comedy, Crime, Drama
After a job gone wrong, hitman Ray and his partner await orders from their ruthless boss in Bruges, Belgium, the last place in the world Ray wants to be.
Director: Martin McDonagh | Stars: Colin Farrell, Brendan Gleeson, Ciarán Hinds, Elizabeth Berrington
Votes: 461,545 | Gross: $7.76M
8. Moonrise Kingdom (2012)
PG-13 | 94 min | Adventure, Comedy, Drama
Two 12-year-olds, who live on an island, fall in love with each other and elope into the wilderness. While people set out on a search mission, a violent storm approaching them catches their attention.
Director: Wes Anderson | Stars: Jared Gilman, Kara Hayward, Bruce Willis, Bill Murray
Votes: 366,775 | Gross: $45.51M
9. Kingsman: The Secret Service (2014)
R | 129 min | Action, Adventure, Comedy
A spy organisation recruits a promising street kid into the agency's training program, while a global threat emerges from a twisted tech genius.
Director: Matthew Vaughn | Stars: Colin Firth, Taron Egerton, Samuel L. Jackson, Michael Caine
Votes: 716,190 | Gross: $128.26M
10. Me and Earl and the Dying Girl (2015)
PG-13 | 105 min | Comedy, Drama, Romance
High schooler Greg, who spends most of his time making parodies of classic movies with his co-worker Earl, finds his outlook forever altered after befriending a classmate who has just been diagnosed with cancer.
Director: Alfonso Gomez-Rejon | Stars: Thomas Mann, RJ Cyler, Olivia Cooke, Nick Offerman
Votes: 138,289 | Gross: $6.74M
11. 500 Days of Summer (2009)
PG-13 | 95 min | Comedy, Drama, Romance
After being dumped by the girl he believes to be his soulmate, hopeless romantic Tom Hansen reflects on their relationship to try and figure out where things went wrong and how he can win her back.
Director: Marc Webb | Stars: Zooey Deschanel, Joseph Gordon-Levitt, Geoffrey Arend, Chloë Grace Moretz
Votes: 558,033 | Gross: $32.39M
12. Flipped (I) (2010)
PG | 90 min | Comedy, Drama, Romance
Two eighth-graders start to have feelings for each other despite being total opposites.
Director: Rob Reiner | Stars: Madeline Carroll, Callan McAuliffe, Rebecca De Mornay, Anthony Edwards
Votes: 97,472 | Gross: $1.75M
13. Adaptation. (2002)
R | 115 min | Comedy, Drama
A lovelorn screenwriter becomes desperate as he tries and fails to adapt 'The Orchid Thief' by Susan Orlean for the screen.
Director: Spike Jonze | Stars: Nicolas Cage, Meryl Streep, Chris Cooper, Tilda Swinton
Votes: 203,066 | Gross: $22.25M
14. Interstate 60 (2002)
R | 116 min | Adventure, Comedy, Drama
Neal Oliver, a very confused young artist, takes a journey of a lifetime on a highway that doesn't exist on any map, going to places he's never heard of, searching for an answer and his dream girl.
Director: Bob Gale | Stars: James Marsden, Gary Oldman, Kurt Russell, Matthew Edison
Votes: 36,794
15. Rushmore (1998)
R | 93 min | Comedy, Drama, Romance
A teenager at Rushmore Academy falls for a much older teacher and befriends a middle-aged industrialist. Later, he finds out that his love interest and his friend are having an affair, which prompts him to begin a vendetta.
Director: Wes Anderson | Stars: Jason Schwartzman, Bill Murray, Olivia Williams, Seymour Cassel
Votes: 197,994 | Gross: $17.11M
16. Mr. Church (2016)
PG-13 | 104 min | Comedy, Drama
"Mr. Church" tells the story of a unique friendship that develops when a little girl and her dying mother retain the services of a talented cook - Henry Joseph Church. What begins as a six month arrangement instead spans into fifteen years and creates a family bond that lasts forever.
Director: Bruce Beresford | Stars: Eddie Murphy, Britt Robertson, Natascha McElhone, Xavier Samuel
Votes: 31,267 | Gross: $0.69M
17. Philomena (2013)
PG-13 | 98 min | Biography, Comedy, Drama
A world-weary political journalist picks up the story of a woman's search for her son, who was taken away from her decades ago after she became pregnant and was forced to live in a convent.
Director: Stephen Frears | Stars: Judi Dench, Steve Coogan, Sophie Kennedy Clark, Mare Winningham
Votes: 103,798 | Gross: $37.71M
18. The Art of Racing in the Rain (2019)
PG | 109 min | Comedy, Drama, Romance
Through his bond with his owner, aspiring Formula One race car driver Denny, golden retriever Enzo learns that the techniques needed on the racetrack can also be used to successfully navigate the journey of life.
Director: Simon Curtis | Stars: Kevin Costner, Milo Ventimiglia, Jackie Minns, Marcus Hondro
Votes: 38,141 | Gross: $25.50M
19. 50/50 (2011)
R | 100 min | Comedy, Drama, Romance
Inspired by a true story, a comedy centered on a 27-year-old guy who learns of his cancer diagnosis and his subsequent struggle to beat the disease.
Director: Jonathan Levine | Stars: Joseph Gordon-Levitt, Seth Rogen, Anna Kendrick, Bryce Dallas Howard
Votes: 342,935 | Gross: $35.01M
20. Zombieland (2009)
R | 88 min | Action, Comedy, Horror
A shy student trying to reach his family in Ohio, a gun-toting bruiser in search of the last Twinkie and a pair of sisters striving to get to an amusement park join forces in a trek across a zombie-filled America.
Director: Ruben Fleischer | Stars: Jesse Eisenberg, Emma Stone, Woody Harrelson, Abigail Breslin
Votes: 621,416 | Gross: $75.59M
21. The Station Agent (2003)
R | 89 min | Comedy, Drama
When his only friend dies, a man born with dwarfism moves to rural New Jersey to live a life of solitude, only to meet a chatty hot dog vendor and a woman dealing with her own personal loss.
Director: Tom McCarthy | Stars: Peter Dinklage, Patricia Clarkson, Bobby Cannavale, Paul Benjamin
Votes: 73,427 | Gross: $5.74M
22. 36 Husbands (2019)
Not Rated | 83 min | Comedy
36 Husbands is a mystical, musical, Kung Fu spy comedy starring 3 powerful women - and a bunch of husbands.
Director: Michael Glover | Stars: Christa Pasch, Roberta Bianchini, Nadine Nourney, Dominic Anglim
Votes: 2,916
23. A Dog's Journey (2019)
PG | 109 min | Adventure, Comedy, Drama
A dog finds the meaning of his own existence through the lives of the humans he meets.
Director: Gail Mancuso | Stars: Josh Gad, Dennis Quaid, Kathryn Prescott, Marg Helgenberger
Votes: 28,675 | Gross: $22.78M
24. The Big Sick (2017)
R | 120 min | Comedy, Drama, Romance
Pakistan-born comedian Kumail Nanjiani and grad student Emily Gardner fall in love but struggle as their cultures clash. When Emily contracts a mysterious illness, Kumail finds himself forced to face her feisty parents, his family's expectations, and his true feelings.
Director: Michael Showalter | Stars: Kumail Nanjiani, Zoe Kazan, Holly Hunter, Ray Romano
Votes: 143,593 | Gross: $42.87M
25. Bourek (2015)
90 min | Comedy, Drama
Set against the backdrop of economic crisis and bad news, an extravagant international cast of characters meet, fight, and fall in love, while hiding from the end of the world and other calamities on the tiny Greek island of Khronos.
Director: Vladan Nikolic | Stars: William Leroy, Katerina Misichroni, Robert Rees, Sergej Trifunovic
Votes: 2,808
26. Frances Ha (2012)
R | 86 min | Comedy, Drama, Romance
A New York woman apprentices for a dance company and throws herself headlong into her dreams, even as the possibility of realizing them dwindles.
Director: Noah Baumbach | Stars: Greta Gerwig, Mickey Sumner, Adam Driver, Michael Zegen
Votes: 94,307 | Gross: $4.06M
27. Inside Llewyn Davis (2013)
R | 104 min | Drama, Music
A week in the life of a young singer as he navigates the Greenwich Village folk scene of 1961.
Directors: Ethan Coen, Joel Coen | Stars: Oscar Isaac, Carey Mulligan, John Goodman, Garrett Hedlund
Votes: 163,504 | Gross: $13.24M
28. Rudderless (2014)
R | 105 min | Comedy, Drama, Music
A grieving father in a downward spiral stumbles across a box of his recently deceased son's demo tapes and lyrics. Shocked by the discovery of this unknown talent, he forms a band in the hope of finding some catharsis.
Director: William H. Macy | Stars: Billy Crudup, Anton Yelchin, Felicity Huffman, Selena Gomez
Votes: 19,485 | Gross: $0.04M
29. Kiss Kiss Bang Bang (2005)
R | 103 min | Comedy, Crime, Mystery
After being mistaken for an actor, a New York thief is sent to Hollywood to train under a private eye for a potential movie role, but the duo are thrown together with a struggling actress into a murder mystery.
Director: Shane Black | Stars: Robert Downey Jr., Val Kilmer, Michelle Monaghan, Corbin Bernsen
Votes: 237,430 | Gross: $4.24M
30. Secondhand Lions (2003)
PG | 109 min | Comedy, Drama, Family
Fourteen-year-old Walter Caldwell's irresponsible mother Mae sends him to live with his bachelor uncles, Hub and Garth, so that she can go on yet another husband-hunting trip.
Director: Tim McCanlies | Stars: Haley Joel Osment, Michael Caine, Robert Duvall, Kyra Sedgwick
Votes: 61,784 | Gross: $41.41M
31. 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: 189,793 | Gross: $27.29M
32. Crazy, Stupid, Love. (2011)
PG-13 | 118 min | Comedy, Drama, Romance
A middle-aged husband's life changes dramatically when his wife asks him for a divorce. He seeks to rediscover his manhood with the help of a newfound friend, Jacob, learning to pick up girls at bars.
Directors: Glenn Ficarra, John Requa | Stars: Steve Carell, Ryan Gosling, Julianne Moore, Emma Stone
Votes: 564,462 | Gross: $84.35M
33. Garden State (2004)
R | 102 min | Comedy, Drama, Romance
A quietly troubled young man returns home for his mother's funeral after being estranged from his family for a decade.
Director: Zach Braff | Stars: Zach Braff, Peter Sarsgaard, Natalie Portman, Ian Holm
Votes: 223,202 | Gross: $26.78M
34. Instant Family (2018)
PG-13 | 118 min | Comedy, Drama
A couple find themselves in over their heads when they foster three children.
Director: Sean Anders | Stars: Mark Wahlberg, Rose Byrne, Isabela Merced, Gustavo Escobar
Votes: 119,673 | Gross: $67.36M
35. Chef (2014)
R | 114 min | Adventure, Comedy, Drama
A head chef quits his restaurant job and buys a food truck in an effort to reclaim his creative promise, while piecing back together his estranged family.
Director: Jon Favreau | Stars: Jon Favreau, Robert Downey Jr., Scarlett Johansson, Dustin Hoffman
Votes: 231,759 | Gross: $31.42M
36. Submarine (2010)
R | 97 min | Comedy, Drama, Romance
15-year-old Oliver Tate has two objectives: to lose his virginity before his next birthday, and to extinguish the flame between his mother and an ex-lover who has resurfaced in her life.
Director: Richard Ayoade | Stars: Craig Roberts, Sally Hawkins, Paddy Considine, Noah Taylor
Votes: 96,540 | Gross: $0.47M
37. Another Year (2010)
PG-13 | 129 min | Comedy, Drama
A look at four seasons in the lives of a happily married couple and their relationships with their family and friends.
Director: Mike Leigh | Stars: Jim Broadbent, Ruth Sheen, Lesley Manville, Oliver Maltman
Votes: 30,880 | Gross: $3.21M
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