33 Best Comedy Movies To Watch On HBO Max Right Now

Comedy movies on HBO max have always been a source of joy and laughter for viewers. With the best comedies on HBO max, one can relax, unwind and have a great time with friends and family. If you are looking for comedies on HBO max to make your weekend movie nights more entertaining, we have curated a list of the best comedy movies on HBO max for you to enjoy.

In this article, we will provide you with a comprehensive list of the 33 best HBO comedy movies ranging from classic comedies to recent laugh riots. Whether you are into intelligent satires, goofy spoofs or romantic comedies, our HBO max comedy movies list has something for every funny bone. Read on to discover the best comedies on HBO to watch right now.

1 - Safety Last! (1923)

• All Cast: Harold Lloyd (The Boy), Mildred Davis (The Girl), Bill Strother (The Pal), Noah Young (The Lawless Man), Westcott Clarke (Mr. Stubbs)
• Director: Fred C. Newmeyer, Sam Taylor
• Network: Hal Roach Studios
• Release Date: April 1, 1923
• IMDb Rating: 8.1
• Country: USA
• Audience: PG
• Budget: $96K
• Revenue: $1.5 million
• Run Time: 71 minutes

Safety Last! is a 1923 American silent romantic comedy film starring Harold Lloyd. It follows a country boy who moves to the city to find success but ends up climbing a tall building to attract customers to his department store. Lloyd performed many of his own stunts, including the iconic sequence in which he dangles from a clock on the building's facade. 

Safety Last! was highly influential in terms of innovative cinematography and stunt work. It epitomizes the thrill and daring of silent film comedy. The film cemented Lloyd's status as a major figure in early motion pictures. It is considered one of the greatest and most amusing silent films ever made.

2 - Modern Times (1936)

• All Cast: Charlie Chaplin (A Factory Worker), Paulette Goddard (A Gamin), Henry Bergman (Cafe Proprietor), Stanley "Tiny" Sanford (Big Bill), Chester Conklin (Mechanic), Hank Mann (Burglar)
• Director: Charlie Chaplin
• Network: United Artists
• Release Date: February 25, 1936
• IMDb Rating: 8.5
• Country: USA
• Audience: G
• Budget: $1.5 million
• Revenue: $6 million
• Run Time: 87 minutes

Modern Times is a 1936 silent comedy film written and directed by Charlie Chaplin. It follows the misadventures of a hapless factory worker coping with the rigors of a highly mechanized world. The film stars Chaplin and his frequent leading lady Paulette Goddard. It features Chaplin's iconic Little Tramp character struggling to survive in the modern industrial age. 

He gets caught in the gears of machinery, becomes a guinea pig for a new feeding machine and experiences a nervous breakdown with hilarious results. Modern Times is both a satire of industrialization and a slapstick comedy classic. Its themes of struggle in the Great Depression and critiques of capitalism make it one of Chaplin's most socially conscious works. It remains influential for its combination of comedy and social commentary.

3 - The Philadelphia Story (1940)

• All Cast: Cary Grant (C. K. Dexter Haven), Katharine Hepburn (Tracy Lord), James Stewart (Macaulay Connor), Ruth Hussey (Liz Imbrie), John Howard (George Kittredge), Roland Young (Uncle Willie), John Halliday (Seth Lord), Mary Nash (Margaret Lord), Virginia Weidler (Dinah Lord)
• Director: George Cukor
• Network: MGM
• Release Date: December 26, 1940
• IMDb Rating: 7.9
• Country: USA
• Audience: NR
• Budget: $1.38 million
• Revenue: $4 million
• Run Time: 112 minutes

The Philadelphia Story is a 1940 American romantic comedy film directed by George Cukor. It tells the story of a socialite whose wedding plans are complicated by the simultaneous arrival of her ex-husband, a tabloid magazine journalist and a charming reporter. Katharine Hepburn stars as the socialite Tracy Lord with Cary Grant playing her ex-husband C.K. Dexter Haven and James Stewart as journalist Macaulay Connor. 

The witty, fast-moving script examines issues of class, femininity and media sensationalism. Critically acclaimed upon release, The Philadelphia Story garnered six Academy Award nominations and boosted Hepburn's career after a period of unpopularity. Her comic timing shines through in this classic screwball comedy.

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4 - Singin' in the Rain (1952)

• All Cast: Gene Kelly (Don Lockwood), Donald O'Connor (Cosmo Brown), Debbie Reynolds (Kathy Selden), Jean Hagen (Lina Lamont), Millard Mitchell (R.F. Simpson), Rita Moreno (Zelda Zanders), Douglas Fowley (Roscoe Dexter), Cyd Charisse (Dancer)
• Director: Stanley Donen, Gene Kelly
• Network: MGM
• Release Date: April 11, 1952
• IMDb Rating: 8.3
• Country: USA
• Audience: G
• Budget: $2.5 million
• Revenue: $7.7 million
• Run Time: 103 minutes

Singin' in the Rain is a 1952 American musical-romantic comedy film directed by Gene Kelly and Stanley Donen. It offers a lighthearted depiction of Hollywood in the late 1920s with the arrival of sound films disrupting the established studio system. The film stars Kelly as a silent film star, Debbie Reynolds as an aspiring actress, Donald O'Connor as Kelly's sidekick and Jean Hagen as Kelly's vain co-star. 

Gene Kelly co-directed and choreographed the movie, including its iconic titular song and dance routine. With its memorable musical numbers, romance and witty humor, Singin' in the Rain is regarded as one of the greatest films ever made by critics and audiences alike. Often listed among the funniest films, it epitomizes the charm and jubilance of a perfect musical comedy.

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5 - Blazing Saddles (1974)

• All Cast: Cleavon Little (Bart), Gene Wilder (Jim, the Waco Kid), Slim Pickens (Taggart), Madeline Kahn (Lili Von Shtupp), Harvey Korman (Hedley Lamarr), Mel Brooks (Governor William J. Lepetomane / Indian Chief), Burton Gilliam (Lyle), Alex Karras (Mongo)
• Director: Mel Brooks
• Network: Warner Bros.
• Release Date: February 7, 1974
• IMDb Rating: 7.7
• Country: USA
• Audience: R
• Budget: $2.6 million
• Revenue: $119.6 million
• Run Time: 93 minutes

Blazing Saddles is a 1974 Western satire comedy film directed by Mel Brooks. It follows a black sheriff in a racist town in the Old West. Cleavon Little stars as Sheriff Bart, recruited by a corrupt politician to drive the townspeople away from their land. Gene Wilder co-stars as his drunken sidekick, the Waco Kid. The film satirizes the racism of the Western genre by pushing stereotypes to absurd extremes. 

Bart outwits and deflates the prejudiced characters while winning over the townspeople. Blazing Saddles has been called one of the funniest movies of all time. It subverts Western tropes with no-holds-barred humor and provocative commentary on race in America. The spoof maintains legendary status as a pioneering work of modern American comedy.

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6 - Airplane! (1980)

• All Cast: Robert Hays (Ted Striker), Julie Hagerty (Elaine Dickinson), Leslie Nielsen (Dr. Rumack), Kareem Abdul-Jabbar (Roger Murdock), Lloyd Bridges (Steve McCroskey), Peter Graves (Captain Clarence Oveur), Robert Stack (Rex Kramer)
• Director: Jim Abrahams, David Zucker, Jerry Zucker
• Network: Paramount Pictures
• Release Date: July 2, 1980
• IMDb Rating: 7.7
• Country: USA
• Audience: PG
• Budget: $3.5 million
• Revenue: $83 million
• Run Time: 88 minutes

Airplane! is a 1980 American satirical disaster comedy film written and directed by David Zucker, Jim Abrahams and Jerry Zucker. It parodies the disaster film genre by using ridiculous slapstick humor and absurd dialog exchanges. The film revolves around Ted Striker, a traumatized former Air Force pilot with a fear of flying. 

He tries to win over his stewardess ex-girlfriend by getting on the flight she is working when the crew falls ill. It then becomes up to Ted to land the plane. A relentless spoof comedy classic, Airplane! relentlessly mocks the conventions of airplane disaster movies. Full of deadpan one-liners, sight gags and visual puns, it leaves no ridiculous cinematic cliche unscathed in its joke-a-second sendup style.

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7 - Gremlins (1984)

• All Cast: Zach Galligan (Billy Peltzer), Phoebe Cates (Kate Beringer), Hoyt Axton (Randall Peltzer), Frances Lee McCain (Lynn Peltzer), Polly Holliday (Mrs. Deagle), Judge Reinhold (Gerald), Keye Luke (Mr. Wing), Glynn Turman (Mr. Hanson), Corey Feldman (Pete Fountaine), Jonathan Banks (Deputy Brent)
• Director: Joe Dante
• Network: Warner Bros., Amblin Entertainment
• Release Date: June 8, 1984
• IMDb Rating: 7.3
• Country: USA, Mexico
• Audience: PG
• Budget: $11 million
• Revenue: $153.1 million
• Run Time: 106 minutes

Gremlins is a 1984 American comedy horror film directed by Joe Dante and released by Warner Bros. It follows young Billy Peltzer who receives a strange creature called a Mogwai as a pet which then spawns other creatures who transform into malicious gremlins. The film stars Zach Galligan, Phoebe Cates, Hoyt Axton and Frances Lee McCain. 

Combining humor and horror, this darkly comic movie was a commercial success. Critics praised the film's mix of comedy, fantasy and frights. Gremlins became a classic 80s film that blended comedy and horror with imaginative fantasy elements.

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8 - Little Shop of Horrors (1986)

• All Cast: Rick Moranis (Seymour Krelborn), Ellen Greene (Audrey), Vincent Gardenia (Mr. Mushnik), Steve Martin (Orin Scrivello), Tichina Arnold (Crystal), Michelle Weeks (Ronette), Tisha Campbell-Martin (Chiffon), Jim Belushi (Patrick Martin), John Candy (Wink Wilkinson), Christopher Guest (First Customer), Bill Murray (Arthur Denton)
• Director: Frank Oz
• Network: Warner Bros.
• Release Date: December 19, 1986
• IMDb Rating: 7.1
• Country: USA
• Audience: PG-13
• Budget: $25 million
• Revenue: $39.4 million
• Run Time: 102 minutes

Little Shop of Horrors is a 1986 American musical horror comedy film directed by Frank Oz. It follows a skid row florist who raises a plant that feeds on human blood. The film stars Rick Moranis, Ellen Greene, Vincent Gardenia, Steve Martin and features singers like Tichina Arnold and Michelle Weeks as the Greek chorus. 

Based on the off-Broadway musical comedy of the same name, Little Shop of Horrors is a campy horror sendup with catchy musical numbers. Seymour and Audrey's whirlwind romance remains at the story's heart amid its outrageous elements. The film was a critical and commercial success praised for its blend of dark humor, fantastic visuals and infectiously fun music.

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9 - The Naked Gun: From the Files of Police Squad! (1988)

• All Cast: Leslie Nielsen (Frank Drebin), Priscilla Presley (Jane Spencer), Ricardo Montalban (Vincent Ludwig), George Kennedy (Ed Hocken), O.J. Simpson (Nordberg), Susan Beaubian (Wilma Nordberg), Nancy Marchand (Mayor Barkley), Raye Birk (Pahpshmir)
• Director: David Zucker
• Network: Paramount Pictures
• Release Date: December 2, 1988
• IMDb Rating: 7.6
• Country: USA
• Audience: PG-13
• Budget: $12 million
• Revenue: $78.8 million
• Run Time: 85 minutes

The Naked Gun: From the Files of Police Squad! is a 1988 American crime comedy film directed by David Zucker. It follows incompetent police officer Frank Drebin trying to foil an assassination plot. Leslie Nielsen stars as the hilariously deadpan Drebin with Priscilla Presley as his love interest. Ricardo Montalban plays the villain. 

It was based on the short-lived 1982 TV series Police Squad! Filled with rapid-fire visual gags, wordplay jokes and absurd setups, The Naked Gun is considered one of the funniest films ever made. Critics praised its relentless zany parody style spoofing police procedural dramas.

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10 - Beetlejuice (1988)

• All Cast: Alec Baldwin (Adam Maitland), Geena Davis (Barbara Maitland), Michael Keaton (Betelgeuse), Winona Ryder (Lydia Deetz), Catherine O'Hara (Delia Deetz), Jeffrey Jones (Charles Deetz), Glenn Shadix (Otho), Sylvia Sidney (Juno), Robert Goulet (Maxie Dean), Dick Cavett (Bernard)
• Director: Tim Burton
• Network: Warner Bros., The Geffen Company
• Release Date: March 30, 1988
• IMDb Rating: 7.5
• Country: USA
• Audience: PG
• Budget: $15 million
• Revenue: $86.3 million
• Run Time: 92 minutes

Beetlejuice is a 1988 American fantasy comedy film directed by Tim Burton, about a ghost couple who enlist a rambunctious spirit named Beetlejuice to scare away the new inhabitants of their former home. It stars Alec Baldwin and Geena Davis as the recently deceased couple and Michael Keaton as the troublemaking title character. Winona Ryder, Catherine O'Hara and Jeffrey Jones co-star.

Beetlejuice was a critical and commercial success, praised for Burton's quirky visual style and Keaton's manic comedic energy. Combining fantasy, comedy and horror, this whimsical film became many fans' introduction to Burton's work. Its surreal imagery, dark humor and memorably offbeat characters made Beetlejuice a cult classic of 80s cinema.

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11 - Coming to America (1988)

• All Cast: Eddie Murphy (Prince Akeem/Clarence/Randy Watson/Saul), Arsenio Hall (Semmi/Reverend Brown/Morris), James Earl Jones (King Jaffe Joffer), John Amos (Cleo McDowell), Madge Sinclair (Queen Aoleon), Shari Headley (Lisa McDowell), Paul Bates (Oha), Eriq La Salle (Darryl Jenks), Frankie Faison (Landlord)
• Director: John Landis
• Network: Paramount Pictures
• Release Date: June 29, 1988
• IMDb Rating: 7.1
• Country: USA
• Audience: R
• Budget: $39 million
• Revenue: $288.8 million
• Run Time: 116 minutes

Coming to America is a 1988 American romantic comedy film directed by John Landis. Eddie Murphy stars as Prince Akeem, an African prince who travels to Queens, New York to find a wife. Arsenio Hall co-stars as his best friend Semmi and the film also features James Earl Jones, Shari Headley and John Amos. Murphy and Hall play multiple characters under elaborate prosthetic makeup and costumes. 

The comedy follows African royals experiencing culture shock adjusting to working class America. Critics praised Murphy and Hall's chemistry along with the humorous fish-out-of-water premise. With its crossover appeal, Coming to America became the third highest grossing film of 1988.

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12 - Wayne's World (1992)

• All Cast: Mike Myers (Wayne Campbell), Dana Carvey (Garth Algar), Rob Lowe (Benjamin Kane), Tia Carrere (Cassandra Wong), Lara Flynn Boyle (Stacy), Brian Doyle-Murray (Noah Vanderhoff), Kurt Fuller (Russell Finley), Colleen Camp (Mrs. Vanderhoff), Donna Dixon (Gail), Ed O'Neill (Glen)
• Director: Penelope Spheeris
• Network: Paramount Pictures
• Release Date: February 14, 1992
• IMDb Rating: 7.0
• Country: USA
• Audience: PG-13
• Budget: $20 million
• Revenue: $183.1 million
• Run Time: 95 minutes

Wayne's World is a 1992 American comedy film directed by Penelope Spheeris, based on the Saturday Night Live sketch. Mike Myers and Dana Carvey star as music fans Wayne and Garth who host a public-access television show in Aurora, Illinois. After a producer tries to capitalize on their success, Wayne and Garth must deal with the perils of fame while keeping their show authentic. 

The film co-stars Tia Carrere, Rob Lowe, Lara Flynn Boyle and Brian Doyle-Murray. Wayne's hilarious slacker humor and signature catchphrases made it an unexpected hit. With it's memorial quotes and wacky characters, Wayne's World holds major significance as a touchstone comedy film of the early 90s.

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13 - Dumb and Dumber (1994)

• All Cast: Jim Carrey (Lloyd Christmas), Jeff Daniels (Harry Dunne), Lauren Holly (Mary Swanson), Karen Duffy (J.P. Shay), Mike Starr (Joe Mentalino/Sea Bass), Charles Rocket (Nicholas Andre), Teri Garr (Helen Swanson)
• Director: Peter Farrelly, Bobby Farrelly
• Network: New Line Cinema
• Release Date: December 16, 1994
• IMDb Rating: 7.3
• Country: USA
• Audience: PG-13
• Budget: $17 million
• Revenue: $247.3 million
• Run Time: 107 minutes

Dumb and Dumber is a 1994 American road buddy comedy film directed by the Farrelly brothers. It follows two unintelligent but well-meaning friends Lloyd and Harry (Jim Carrey and Jeff Daniels) traversing the country to return a briefcase to Mary Swanson (Lauren Holly), Lloyd's crush.

The humor arises from the dimwitted behavior and idiocy of Carrey and Daniels' characters with slapstick comedy and gross out moments. Dumb and Dumber launched Carrey into major stardom and is considered one of the defining comedies of the 1990s. Both a critical and commercial smash hit, it spawned an animated TV series and 2014 sequel.

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14 - Clueless (1995)

• All Cast: Alicia Silverstone (Cher Horowitz), Stacey Dash (Dionne Davenport), Brittany Murphy (Tai Frasier), Paul Rudd (Josh Lucas), Donald Faison (Murray Duvall), Elisa Donovan (Amber Mariens), Wallace Shawn (Mr. Wendell Hall), Twink Caplan (Ms. Geist), Jeremy Sisto (Elton Tiscia), Dan Hedaya (Mel Horowitz)
• Director: Amy Heckerling
• Network: Paramount Pictures
• Release Date: July 19, 1995
• IMDb Rating: 6.8
• Country: USA
• Audience: PG-13
• Budget: $12 million
• Revenue: $56.6 million
• Run Time: 97 minutes

Clueless is a 1995 American coming-of-age romantic comedy film written and directed by Amy Heckerling. Loosely based on Jane Austen's Emma, it stars Alicia Silverstone as the ditzy but well-intentioned Cher, a rich high school girl in Beverly Hills who plays matchmaker for teachers and friends.

The film follows Cher and her best friend Dionne's social lives and romantic entanglements, transforming Austen's story into a vibrant 90s setting. With clever dialogue and charming performances, Clueless redefined the teen genre with its fresh comedy about popularity and matchmaking.

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15 - Tommy Boy (1995)

• All Cast: Chris Farley (Tommy Callahan), David Spade (Richard Hayden), Brian Dennehy (Big Tom Callahan), Bo Derek (Michelle), Dan Aykroyd (Ray Zalinsky), Julie Warner (Michelle Brock), Sean McCann (Tom Callahan Sr.), Zach Grenier (Ted Nelson), Ann Dowd (Waitress at Cafe), Jon Lovitz (Zalinsky's Aid)
• Director: Peter Segal
• Network: Paramount Pictures
• Release Date: March 31, 1995
• IMDb Rating: 7.1
• Country: USA
• Audience: PG-13
• Budget: $15 million
• Revenue: $32.7 million
• Run Time: 97 minutes

Tommy Boy is a 1995 buddy road comedy film directed by Peter Segal, starring former Saturday Night Live castmates Chris Farley and David Spade. It follows Tommy Callahan (Farley) as he tries to save his father's auto parts plant by embarking on a sales trip with Richard (Spade).

With Farley's physical humor and Spade's caustic wit, Tommy Boy combines silly slapstick and clever snark. While it received mixed reviews upon its initial release, it has since become a cult classic for Farley's comic bravura in his definitive starring role as the lovable but idiotic Tommy.

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16 - Fargo (1996)

• All Cast: Frances McDormand (Marge Gunderson), William H. Macy (Jerry Lundegaard), Steve Buscemi (Carl Showalter), Peter Stormare (Gaear Grimsrud), Harve Presnell (Wade Gustafson), Kristin Rudrüd (Jean Lundegaard), Tony Denman (Scotty Lundegaard), Steve Reevis (Shep Proudfoot), John Carroll Lynch (Norm Gunderson), Larry Brandenburg (Stan Grossman)
• Director: Joel Coen, Ethan Coen
• Network: Gramercy Pictures
• Release Date: March 8, 1996
• IMDb Rating: 8.1
• Country: USA, UK
• Audience: R
• Budget: $7 million
• Revenue: $60.1 million
• Run Time: 98 minutes

Fargo is a 1996 black comedy crime film written, directed and produced by the Coen brothers. Frances McDormand stars as a pregnant sheriff investigating homicides in Minnesota which turn out to be linked to a kidnapping scheme orchestrated by a desperate car salesman. Steve Buscemi, William H. Macy and Peter Stormare co-star. 

Mixing violence and quirky humor, Fargo paints an absurd portrait of Midwestern life. The acclaimed film won McDormand an Oscar and was selected for preservation in the National Film Registry. Both a classic Coen brothers dark comedy and a seminal mid 90s crime film, Fargo remains eminently quotable thanks to its peculiar characters and accents.

17 - Austin Powers: International Man of Mystery (1997)

• All Cast: Mike Myers (Austin Powers/Dr. Evil), Elizabeth Hurley (Vanessa Kensington), Michael York (Basil Exposition), Mimi Rogers (Mrs. Kensington), Robert Wagner (Number Two), Seth Green (Scott Evil), Fabiana Udenio (Alotta Fagina), Will Ferrell (Mustafa), Joe Son (Random Task), Mindy Sterling (Frau Farbissina), Paul Dillon (Paddy O'Brien)
• Director: Jay Roach
• Network: New Line Cinema
• Release Date: May 2, 1997
• IMDb Rating: 7.0
• Country: USA
• Audience: PG-13
• Budget: $16.5 million
• Revenue: $67.7 million
• Run Time: 94 minutes

Austin Powers: International Man of Mystery is a 1997 spy action comedy film directed by Jay Roach. Mike Myers stars as Austin Powers, a 1960s swinging' London mod spy who is cryogenically frozen and awakens in the 1990s. With his nemesis Dr. Evil (also played by Myers) planning world domination, Austin must stop him.

With its groovy vibes, cheeky humor and memorable catchphrases, Austin Powers became a defining comedy of the 90s. Myers successfully parodied spy films like James Bond while creating unique characters that infiltrated pop culture and saw continued adventures in two hit sequels.

18 - Best in Show (2000)

• All Cast: Jay Brazeau (Sebastian Balzer), Parker Posey (Meg Swan), Michael Hitchcock (Hamilton Swan), Catherine O'Hara (Cookie Fleck), Eugene Levy (Gerry Fleck), John Michael Higgins (Scott Donlan), Michael McKean (Stefan Vanderhoof), Jane Lynch (Christy Cummings), Jennifer Coolidge (Sherri Ann Ward), Patrick Cranshaw (Les Ward), Ed Begley Jr. (Buck Laughlin), Jim Piddock (Dr. Theodore W. Millbank III), Fred Willard (Buck Laughlin)
• Director: Christopher Guest
• Network: Warner Bros. Pictures
• Release Date: September 29, 2000
• IMDb Rating: 7.4
• Country: USA, Japan
• Audience: PG-13
• Budget: $10 million
• Revenue: $20.8 million
• Run Time: 90 minutes

Best in Show is a 2000 mockumentary comedy film co-written and directed by Christopher Guest. It follows five dogs and their owners at the Mayflower Kennel Club Dog Show. The ensemble cast includes Eugene Levy, Catherine O'Hara, Michael McKean, Jane Lynch, Jennifer Coolidge and more.

Filmed in a cinéma vérité style featuring absurd characters, Best in Show satirizes the peculiar world of dog shows through quirky personalities and hilarious improvised dialogue. With the deadpan humor of a Christopher Guest mockumentary, it remains a beloved cult classic.

19 - 50 First Dates (2004)

• All Cast: Adam Sandler (Henry Roth), Drew Barrymore (Lucy Whitmore), Rob Schneider (Ula), Sean Astin (Doug Whitmore), Lusia Strus (Alexa), Blake Clark (Marlin Whitmore), Dan Aykroyd (Dr. Keats), Amy Hill (Sue), Allen Covert (Ten Second Tom), Maya Rudolph (Stacy), Pomaika'i Brown (Nick)
• Director: Peter Segal
• Network: Columbia Pictures, Happy Madison Productions
• Release Date: February 13, 2004
• IMDb Rating: 6.8
• Country: USA
• Audience: PG-13
• Budget: $75 million
• Revenue: $196.5 million
• Run Time: 99 minutes

50 First Dates is a 2004 American romantic comedy film directed by Peter Segal. It stars Adam Sandler as a womanizing veterinarian who falls for Lucy (Drew Barrymore) who has short term memory loss. Henry devises thoughtful ways to meet her again every day. Rob Schneider, Sean Astin, Dan Aykroyd and Blake Clark co-star as Lucy's family and friends. 

50 First Dates combines Sandler's trademark humor with sentimental romance rooted in Lucy and Henry's growing connection. With its scenic Hawaiian setting and stars' chemistry, 50 First Dates brought heart and laughs to the big screen. Though it received mixed reviews, the comedy was a commercial success.

20 - Team America: World Police (2004)

• All Cast: Trey Parker (Gary Johnston/Joe/Kim Jong-il/Tim Robbins), Matt Stone (Chris/Matt Damon), Kristen Miller (Lisa), Masasa Moyo (Sarah), Daran Norris (Spottswoode), Phil Hendrie (I.N.T.E.L.L.I.G.E.N.C.E.), Chelsea Marguerite (Carson)
• Director: Trey Parker
• Network: Paramount Pictures
• Release Date: October 15, 2004
• IMDb Rating: 7.2
• Country: USA, Germany
• Audience: R
• Budget: $32 million
• Revenue: $52.1 million
• Run Time: 98 minutes

Team America: World Police is a 2004 American puppet action comedy film directed by Trey Parker and starring Parker and Matt Stone as members of a paramilitary anti-terrorism force. The crude marionettes enact absurd scenes of sex, violence and cultural parody. A satire of Hollywood action films and liberal politics, Team America features vulgar humor, silly imitation and over-the-top caricatures of public figures. 

Parker and Stone's politically incorrect comedy sparked controversy for its unbridled ribbing of everyone across the ideological spectrum. With its bold vulgarity and razor-sharp mockery, Team America became an iconic comedy in Parker and Stone's provocative oeuvre.

21 - Burn After Reading (2008)

• All Cast: George Clooney (Harry Pfarrer), Frances McDormand (Linda Litzke), John Malkovich (Osbourne Cox), Tilda Swinton (Katie Cox), Richard Jenkins (Ted Treffon), Brad Pitt (Chad Feldheimer), J.K. Simmons (CIA Superior), David Rasche (CIA Officer), Kevin Sussman (Sandy Pfarrer)
• Director: Joel Coen, Ethan Coen
• Network: Focus Features
• Release Date: September 12, 2008
• IMDb Rating: 7.0
• Country: USA, UK, France
• Audience: R
• Budget: $37 million
• Revenue: $163.7 million
• Run Time: 96 minutes

Burn After Reading is a 2008 black comedy crime film written, produced, edited and directed by Joel and Ethan Coen. The plot follows a CIA agent whose memoir accidentally falls into the hands of two gym employees intent on exploiting their find. The ensemble cast includes George Clooney, John Malkovich, Frances McDormand, Brad Pitt, Tilda Swinton and Richard Jenkins. 

Darkly satirical in tone, Burn After Reading weaves together bizarre misadventures as its characters scramble in foolish attempts at blackmail and extortion. The Coen brothers play the espionage thriller tropes for clever laughs and create an absurdist, nihilistic sendup of self-interested bureaucracy. With its cynical perspective and idiosyncratic humor, Burn After Reading marked a successful return to comedy for the Coens.

22 - Fantastic Mr. Fox (2009)

• All Cast (Voiceovers): George Clooney (Mr. Fox), Meryl Streep (Mrs. Fox), Jason Schwartzman (Ash Fox), Bill Murray (Badger), Willem Dafoe (Rat), Owen Wilson (Coach Skip), Michael Gambon (Franklin Bean), Jarvis Cocker (Petey)
• Director: Wes Anderson
• Network: 20th Century Fox, Regency Enterprises, Indian Paintbrush, Dune Entertainment, American Empirical Pictures
• Release Date: November 13, 2009
• IMDb Rating: 7.9
• Country: USA
• Audience: PG
• Budget: $40 million
• Revenue: $64 million
• Run Time: 87 minutes

Fantastic Mr. Fox is a 2009 American stop-motion animated comedy film directed by Wes Anderson, based on Roald Dahl's children's novel. It follows Mr. Fox (voiced by George Clooney) who goes on food raids from three mean farmers, causing chaos in the animal community. With an ensemble voice cast, Fantastic Mr. Fox brings Dahl's story to quirky life through its visual artistry and clever writing.

Combining family friendly comedy with Wes Anderson's signature whimsy and detail, Fantastic Mr. Fox was praised for its eccentric animation style and humorous spirit. Nominated for two Academy Awards, this imaginative adaptation became a beloved and uniquely artistic animated film.

23 - The Lego Movie (2014)

• All Cast (Voiceovers): Chris Pratt (Emmet Brickowski / Rex Dangervest), Will Ferrell (President Business / The Man Upstairs), Elizabeth Banks (Wyldstyle / Lucy), Will Arnett (Batman), Nick Offerman (Metal Beard), Alison Brie (Unikitty), Charlie Day (Benny), Liam Neeson (Bad Cop / Pa Cop), Morgan Freeman (Vitruvius)
• Director: Phil Lord, Christopher Miller
• Network: Warner Bros. Pictures, Village Roadshow Pictures, Lego System A/S, Vertigo Entertainment, Lin Pictures
• Release Date: February 7, 2014
• IMDb Rating: 7.8
• Country: USA, Denmark, Australia
• Audience: PG
• Budget: $60 million
• Revenue: $469.2 million
• Run Time: 100 minutes

The Lego Movie is a 2014 computer animated adventure comedy film directed by Phil Lord and Christopher Miller from a script they wrote with Dan and Kevin Hageman. It follows an ordinary Lego minifigure prophesied to save the Lego universe from the tyrannical Lord Business.

Chris Pratt voices the main character Emmet with support from Elizabeth Banks, Will Arnett, Will Ferrell and Liam Neeson as other Lego figures. Merging subversive humor with stunningly animated Lego worlds, The Lego Movie garnered critical acclaim and exceeded box office expectations.

24 - Horrible Bosses 2 (2014)

• All Cast: Jason Bateman (Nick Hendricks), Charlie Day (Dale Arbus), Jason Sudeikis (Kurt Buckman), Jennifer Aniston (Dr. Julia Harris, D.D.S.), Jamie Foxx (Dean "MF" Jones), Kevin Spacey (Dave Harken), Jonathan Banks (Harold "Harry" Harken), Lindsay Sloane (Stacy Arbus), Lennon Parham (Roache), Keegan-Michael Key (Mike)
• Director: Sean Anders
• Network: New Line Cinema, BenderSpink
• Release Date: November 26, 2014
• IMDb Rating: 6.3
• Country: USA
• Audience: R
• Budget: $42 million
• Revenue: $107.7 million
• Run Time: 108 minutes

Horrible Bosses 2 is a 2014 American black comedy film directed by Sean Anders, starring Jason Bateman, Charlie Day and Jason Sudeikis as three friends who start their own business but get pulled into a kidnapping scheme by a vengeful investor.

Jennifer Aniston, Jamie Foxx and Kevin Spacey reprise their roles from the first film while Chris Pine and Christoph Waltz join the cast. While it received mixed reviews, the comedy performed well at the box office and marked a successful sequel featuring the trio's proven chemistry and the cast's improvisational skills.

25 - Spy (2015)

• All Cast: Melissa McCarthy (Susan Cooper), Jason Statham (Rick Ford), Rose Byrne (Rayna Boyanov), Miranda Hart (Nancy B. Artingstall), Bobby Cannavale (Bradley Fine), Allison Janney (Elaine Crocker), Morena Baccarin (Karen Walker), Peter Serafinowicz (Marco Pierre White), Jude Law (Bradley Fine), 50 Cent (himself)
• Director: Paul Feig
• Network: 20th Century Fox
• Release Date: June 5, 2015
• IMDb Rating: 7.0
• Country: USA
• Audience: R
• Budget: $65 million
• Revenue: $235.7 million
• Run Time: 120 minutes

Spy is a 2015 American action comedy film written and directed by Paul Feig. It follows desk-bound CIA analyst Susan Cooper (Melissa McCarthy) who finally goes into the field to stop an arms dealer. The film co-stars Jason Statham, Rose Byrne and Miranda Hart.

Critics praised McCarthy's performance and the film's parody of spy cinema. With its clever spoof of the genre led by McCarthy's star comedic power, Spy grossed over $235 million worldwide. It marked another successful collaboration between Feig and McCarthy that subverted male-dominated films with female empowerment and hilarity.

26 - Swiss Army Man (2016)

• All Cast: Paul Dano (Hank Thompson), Daniel Radcliffe (Manny), Mary Elizabeth Winstead (Sarah Tomlinson)
• Director: Daniel Scheinert, Daniel Kwan
• Network: A24
• Release Date: June 24, 2016
• IMDb Rating: 7.0
• Country: USA
• Audience: R
• Budget: $3 million
• Revenue: $4.2 million
• Run Time: 97 minutes

Swiss Army Man is an American comedy-drama film written and directed by Daniel Kwan and Daniel Scheinert. It stars Paul Dano as a suicidal man stranded on an island who befriends a corpse that has supernatural abilities, played by Daniel Radcliffe. The absurdist buddy comedy explores existential themes through gross-out humor, earning it a polarizing response. 

But Swiss Army Man was ultimately praised for its originality and the performances of Dano and Radcliffe. This quirky indie film's meditations on isolation and human connection, aided by Radcliffe's daring against-type role, make it one of the most unique comedies in recent years.

27 - I, Tonya (2017)

• All Cast: Margot Robbie (Tonya Harding), Sebastian Stan (Jeff Gillooly), Allison Janney (Lavona Golden), Julianne Nicholson (Diane Rawlinson), Caitlin Carver (Nancy Kerrigan), Bojana Novakovic (Dody Teachman), Bobby Cannavale (Martin Maddox), Anthony Reynolds (Derrick Smith), Ricky Russert (Shawn Eckhardt), Paul Walter Hauser (Shawn Eckardt)
• Director: Craig Gillespie
• Network: LuckyChap Entertainment, Clubhouse Pictures, Neon
• Release Date: December 8, 2017
• IMDb Rating: 7.5
• Country: UK, USA
• Audience: R
• Budget: $11 million
• Revenue: $53.9 million
• Run Time: 119 minutes

I, Tonya is a 2017 biographical sports black comedy drama film directed by Craig Gillespie. Margot Robbie stars as infamous figure skater Tonya Harding and her involvement in the 1994 attack on rival Nancy Kerrigan. Sebastian Stan plays Tonya's husband Jeff Gillooly while Allison Janney won an Oscar for her portrayal of Tonya's mother LaVona Golden. 

Darkly comedic with fourth wall breaks, I, Tonya offers a nuanced depiction of a sensationalized life. By turns campy, gritty and bitingly funny, the film brought renewed perspective to Harding's story and showcased stellar performances. With its unconventional take on a notorious real life controversy, I, Tonya earned acclaim for giving dimension to caricatures and transcending tabloid fodder.

28 - The Night Is Short, Walk on Girl (2017)

• All Cast (Japanese Voices): Kana Hanazawa (The Girl with Black Hair), Gen Hoshino (Senpai), Kazuya Nakai (The Upperclassman), Yuiko Tatsumi (Ryouko), Takako Matsu (The Goddess of the Used Bookstore), Kumiko Aso (Princess Darumaya), Mone Kamishiraishi (Hanuki)
• Director: Masaaki Yuasa
• Network: Toei (Japan)
• Release Date: April 7, 2017
• IMDb Rating: 7.5
• Country: Japan
• Audience: PG-13
• Run Time: 93 minutes

The Night Is Short, Walk On Girl is a 2017 Japanese animated comedy film directed by Masaaki Yuasa, based on a novel by Tomihiko Morimi. This romantic anime follows an unnamed black haired girl pursuing the upperclassman she has a crush over the course of one night in Kyoto, as she crosses paths with wacky characters.

With its psychedelic visuals, absurdist humor and fantastical flair, The Night is Short epitomizes the creative freedom of anime. Critics highly praised its anarchic comedy stylings and beautifully surreal animation. This offbeat anime garnered numerous awards and remains one of Yuasa's most inventive directorial feats.

29 - Crazy Rich Asians (2018)

• All Cast: Constance Wu (Rachel Chu), Henry Golding (Nick Young), Gemma Chan (Astrid Leong-Teo), Lisa Lu (Ah Ma), Awkwafina (Peik Lin Goh), Harry Shum Jr. (Charlie Wu), Ken Jeong (Goh Wye Mun), Sonoya Mizuno (Araminta Lee), Chris Pang (Colin Khoo), Jimmy O. Yang (Bernard Tai)
• Director: Jon M. Chu
• Network: Warner Bros. Pictures, SK Global Entertainment, Starlight Culture Entertainment
• Release Date: August 15, 2018
• IMDb Rating: 6.9
• Country: USA
• Audience: PG-13
• Budget: $30 million
• Revenue: $238.5 million
• Run Time: 120 minutes

Crazy Rich Asians is a 2018 American romantic comedy film directed by Jon M. Chu. Constance Wu stars as Rachel Chu, an economics professor who meets her boyfriend Nick Young's extremely wealthy family in Singapore. The first Hollywood film with a majority Asian cast since The Joy Luck Club in 1993, its representation proved historic.

With an ensemble cast including Henry Golding, Awkwafina, Gemma Chan, Lisa Lu and Michelle Yeoh, Crazy Rich Asians brought an exuberant landmark Asian romance to the big screen. Its beautiful settings, extravagant costumes, melodrama and abundant humor earned the film widespread critical and box office success.

30 - The Beach Bum (2019)

• All Cast: Matthew McConaughey (Moondog), Snoop Dogg (Lingerie), Isla Fisher (Minnie), Stefania LaVie Owen (Heather), Martin Lawrence (Captain Wack), Zac Efron (Flicker), Jonah Hill (Lewis)
• Director: Harmony Korine
• Network: Neon, Vice Films
• Release Date: March 29, 2019
• IMDb Rating: 5.5
• Country: Switzerland, UK, USA
• Audience: R
• Budget: $5 million
• Revenue: $4.8 million
• Run Time: 95 minutes

The Beach Bum is a 2019 American stoner comedy film written and directed by Harmony Korine, starring Matthew McConaughey as the wild and charismatic Moondog. A modern fable about the zen rebel poet living freely in the Florida Keys, The Beach Bum reveled in surreal antics and hedonism.

Though it polarized critics, Korine's first film since Spring Breakers attracted audiences with its irreverent humor and McConaughey's memorable performance. With a supporting cast including Snoop Dogg, Zac Efron, Jonah Hill and Isla Fisher, The Beach Bum offered a vivid tropical escape into absurdity and excess.

31 - An American Pickle (2020)

• All Cast: Seth Rogen (Herschel Greenbaum/Ben Greenbaum), Sarah Snook (Sarah Greenbaum), Eliot Glazer (Kalman), Jorma Taccone (Joe), Molly Evensen (Waitress Molly), Kalen Allen (Keith), Sean Whalen (Brian), David Wexler (Isaac)
• Director: Brandon Trost
• Network: HBO Max, Point Grey Pictures
• Release Date: August 6, 2020
• IMDb Rating: 5.8
• Country: USA
• Audience: PG-13
• Run Time: 89 minutes

An American Pickle is a 2020 comedy film directed by Brandon Trost and produced by Seth Rogen who stars in a dual role. Based on Simon Rich's 2013 New Yorker novella, Rogen plays Herschel Greenbaum, a struggling laborer who immigrated to America in 1919. After being preserved in brine for 100 years, he wakes up in modern day Brooklyn.

With its fish out of water premise, An American Pickle blends absurd shtick with touching family drama as Herschel adapts to contemporary life. Though met with mixed reviews, Rogen's committed dual performance brought heartfelt humor to this imaginative time travel tale.

32 - Shiva Baby (2020)

• All Cast: Rachel Sennott (Danielle), Molly Gordon (Maya), Polly Draper (Debbie), Danny Deferrari (Max), Dianna Agron (Kim), Jackie Hoffman (Aunt Sheila), Fred Melamed (Joel), Glynis Bell (Rose), Sondra James (Bubbe)
• Director: Emma Seligman
• Network: Utopia
• Release Date: March 26, 2021
• IMDb Rating: 7.3
• Country: USA
• Audience: TV-MA
• Run Time: 77 minutes

Shiva Baby is a 2020 American black comedy film written and directed by Emma Seligman, starring Rachel Sennott. Danielle is a bisexual Jewish college student who runs into her sugar daddy at a shiva (Jewish mourning event). This awkward encounter highlights her struggles with relationships, sexuality and self-esteem.

Filled with cringe comedy and anxiety, Shiva Baby explores coming-of-age issues with refreshing humor, earning acclaim for Seligman's biting wit in her debut feature. With its relatable lead performance and tight pacing, this micro budget indie delivered clever laughs through supreme discomfort.

33 - Free Guy (2021)

• All Cast: Ryan Reynolds (Guy), Jodie Comer (Molotov Girl), Lil Rel Howery (Buddy), Utkarsh Ambudkar (Mouser), Joe Keery (Keys), Taika Waititi (Antoine), Channing Tatum (Himself)
• Director: Shawn Levy
• Network: 20th Century Studios, 21 Laps Entertainment, Maximum Effort, Berlanti Productions
• Release Date: August 13, 2021
• IMDb Rating: 8.0
• Country: USA, Japan
• Audience: PG-13
• Budget: $115–150 million
• Revenue: $331.5 million
• Run Time: 115 minutes

Free Guy is a 2021 American science fiction action comedy film directed by Shawn Levy from a screenplay by Matt Lieberman and Zak Penn. It follows Guy, a bank teller who discovers he is a background character in a massive multiplayer online game called Free City that will soon go offline.

Ryan Reynolds stars as Guy, alongside Jodie Comer, Joe Keery, Lil Rel Howery and Taika Waititi. Praised for its originality, visuals and Reynolds' performance, Free Guy became a box office hit and one of the most positively reviewed action comedies. With endless pop culture references, it breathed new life into the open world and NPC tropes of gaming.

DPM Top Picks

Here are our top 5 recommendations of top 5 comedy movies on HBO Max:

1. Blazing Saddles (1974) - Cleavon Little and Gene Wilder's iconic western spoof comedy is constantly hilarious.
2. Fantastic Mr. Fox (2009) - Wes Anderson's quirky stop-motion animation adapting Roald Dahl is family fun.
3. Clueless (1995) - Alicia Silverstone shines in this endlessly quotable and clever modern spin on Jane Austen.
4. The Naked Gun: From the Files of Police Squad! (1988) - Leslie Nielsen's bumbling Lt. Frank Drebin consistently hits comic gold in this zany police parody.
5. Beetlejuice (1988) - Michael Keaton delivers manic comedic energy as the ghost hired to haunt Alec Baldwin and Geena Davis.

Final Verdict

HBO Max boasts an impressive library of comedy films spanning classics, recent hits and lesser-known gems. From Charlie Chaplin's silent era brilliance in Modern Times to Ryan Reynolds' crowd-pleasing Free Guy, the streamer offers acclaimed comedy titles for all tastes. Satires like Dr. Strangelove, family films like Shrek 2 and indie breakouts like Napoleon Dynamite are all available.

Whether you're looking for a bitingly funny satire, a raucous party comedy, or a feel-good romantic film, HBO Max delivers options to make your sides split. Its robust comedy collection provides easy access to essential movies everyone should see as well as refreshing options beyond the obvious. Check out HBO Max's extensive comedy offerings for your next movie night.

FAQs

Q: What is the best comedy on HBO Max?

There are many great comedy options available but some of the highest rated and most iconic comedies on HBO Max include Blazing Saddles, The Naked Gun, Beetlejuice, Clueless and Fantastic Mr. Fox.

Q: What is the funniest comedy movie on HBO Max?

Some of the funniest comedy movies hailed as among the most hilarious of all time include Airplane!, Monty Python and the Holy Grail, Bridesmaids, Anchorman and The Hangover.

Q: What comedy movies can I watch with my family on HBO Max?

Great family friendly comedy options on HBO Max include The Lego Movie, Night at the Museum, Secondhand Lions, Happy Feet and Cheaper by the Dozen.

Q: What are some good 2000s comedy movies on HBO Max?

Some beloved comedy movies from the 2000s on HBO Max include Mean Girls, Superbad, Kiss Kiss Bang Bang, Tropic Thunder and Forgetting Sarah Marshall.

Q: What are some of the best comedy sequels on HBO Max?

HBO Max has several popular comedy sequels streaming, such as Meet the Fockers, Austin Powers: The Spy Who Shagged Me, Wayne's World 2 and Horrible Bosses 2.