The Best Comedy Movies on Amazon Prime (September 2024)

No streamer is harder to navigate than Amazon Prime Instant Video. It has a huge amount of content—the volume is genuinely ridiculous—and then barely categorizes or organizes them in any coherent way. There’s so much stuff to watch here that finding it can be a nuisance, even through the official Prime Video apps. Much of what you’ll find are TV shows, including several Amazon originals, and thousands of other things you’ve probably never heard of before or since. There’s also a large library of hilarious movies, though, including some of the most beloved and influential comedies ever made. That’s what we’re here to share with you today: the best comedies on Amazon Prime Video.
For a broader list, check out The Best Movies on Amazon Prime or you can peruse The Best Comedy Movies on Netflix
Here are the best comedy movies available to stream on with Amazon Prime, in alphabetical order:
21 Jump Street
Year: 2012
Director: Phil Lord, Chris Miller
Stars: Jonah Hill, Channing Tatum, Brie Larson, Dave Franco, Ice Cube
Rating: R
Against all odds, 21 Jump Street—a movie based on a Fox television series remembered mainly for helping launch the career of Johnny Depp and briefly reminding the world that Dom DeLuise had a son—is an immensely enjoyable, frequently hilarious film. The premise is unchanged. Two youthful-looking (and since this is a comedy, spectacularly incompetent) police officers are assigned to a special division that places undercover agents in schools in an attempt to stop illegal activity. For officers Schmidt (Jonah Hill) and Jenko (Channing Tatum), fresh out of the academy, this is not so much an opportunity as a richly deserved exile. Their mission, as delivered by a purposefully prototypical Angry Black Police Captain (Ice Cube): Contain the spread of a dangerous new drug that has shown up at a local high school. For Jenko, the return to high school represents a return to his glory days. For Schmidt, it’s more of a return to the scene of a crime where the body outlined in chalk looks suspiciously like his own. Unlike so many comic remakes, reboots and long-delayed sequels, 21 Jump Street doesn’t overly rely on nostalgia to generate its laughs. Hill isn’t doing anything he hasn’t done before, but that doesn’t make his deadpan-acerbic delivery any less funny, especially alongside the earnest doofus-ness of his partner. Hill and Tatum are supported by a strong ensemble of recognizable faces, including Rob Riggle, Ellie Kemper and Chris Parnell. But though “ensemble piece” usually refers to cast and crew, 21 Jump Street is even more impressive when viewed as an ensemble of comedic approaches. There are laughs to suit all tastes—from sarcastic jibes to pratfalls, from pokes at film conventions (“I really thought that was going to explode.”) to exuberant, undeniably infectious, juvenile displays. And each is conveyed in a measure appropriate to its form. As a result, there’s just not much time spent watching 21 Jump Street without at least a smile on one’s face. —Michael Burgin
The 40-Year-Old Virgin
Year: 2005
Director: Judd Apatow
Stars: Steve Carell, Catherine Keener, Paul Rudd, Seth Rogen, Romany Malco, Kat Dennings, Elizabeth Banks, Leslie Mann
Rating: R
Judd Apatow emerged as a major new voice in the world of romantic comedy with his first directorial effort, The 40-Year-Old Virgin–a big, goofy, hilarious mess of a movie that is anchored by the easy charm of its two principal leads, Steve Carell and Catherine Keener. Their no-nonsense romance is surprisingly understated and adult in a movie with an outrageous premise and lewd jokes. Leslie Mann also deserves credit for that hilarious French toast scene.—Jeremy Medina
Another Round
Year: 2020
Director: Thomas Vinterberg
Stars: Mads Mikkelsen, Thomas Bo Larsen, Lars Ranthe, Magnus Millang
Rating: NR
In Thomas Vinterberg’s new film Another Round, camaraderie starts out as emotional support before dissolving into male foolishness cleverly disguised as scientific study: A drinking contest where nobody competes and everybody wins until they lose. Martin (Mads Mikkelsen), a teacher in Copenhagen, bobs lazily through his professional and personal lives: When he’s at school he’s indifferent and when he’s at home he’s practically alone. Martin’s closest connections are with his friends and fellow teachers, Tommy (Thomas Bo Larsen), Nikolaj (Magnus Millang) and Peter (Lars Ranthe), who like many dudes of a certain age share his glum sentiments. To cure their malaise, Nikolaj proposes putting Norwegian psychiatrist Finn Skårderud’s blood alcohol content theory to the test: Skårderud maintains that hovering at a cool 0.05% BAC helps people stay relaxed and loose, thus increasing their faculty for living to the fullest. As one of the day’s preeminent screen actors, Mikkelsen finds the sweet spot between regret and rejoicing, where his revelries are honest and true while still serving as covers for deeper misgivings and emotional rifts. Sorrow hangs around the edges of his eyes as surely as bliss spreads across his face with each occasion for drinking. That balancing act culminates in an explosive burst of anger and, ultimately, mourning. Good times are had and good times always end. What Another Round demonstrates right up to its ecstatic final moments, where Mikkelsen’s sudden and dazzling acrobatics remind the audience that before he was an actor he was a dancer and gymnast, is that good times are all part of our life cycle: They come and go, then come back again, and that’s better than living in the good times all the time. Without a pause we lose perspective on all else life has to offer, especially self-reflection. —Andy Crump
Asteroid City
Year: 2023
Director: Wes Anderson
Stars: Jason Schwartzman, Scarlett Johansson, Tom Hanks, Jeffrey Wright, Tilda Swinton, Maya Hawke, Bryan Cranston, Edward Norton, Liev Schreiber
Rating: PG-13
While The French Dispatch crammed an impressive amount of narrative into its kinetic structure, Asteroid City’s journey to the intersection between California, Arizona and Nevada feels positively placid. The film is a story within a story, structured as a television show about a playwright trying to put together a production called “Asteroid City.” We bounce back and forth from the TV movie about the creation of the play, to a production of the play itself using the same characters, switching between black-and-white sequences narrated by a Rod Serling-like Bryan Cranston, and the Kodachrome splendor realized in the desert setting on the virtual stage. Thus, we have actors being actors playing actors, the kind of narrative playfulness that’s too often ignored when focusing on Anderson’s iconic visuals and soundtrack choices. The result is a meta-narrative constantly folding back on itself (in one of the film’s more playful moments, Cranston’s character accidentally appears in the color sequence, and quickly sees himself out), an alien invasion adventure story and family drama wrapped within the setting of a classic Western, where offramps literally lead nowhere and the seemingly regular shootout down the main street is the only interruption to what otherwise bucolic setting. From the opening moments, the immaculate production design explodes off the screen, the onscreen filigrees and dynamic color scheme a feast for the eye. There’s a mix between the stagey and the decidedly down to earth, with hand-painted signs advertising milkshakes dwarfed by background rock formations that are as theatrical as any Broadway flat. It’s but one way the film toys with our perception of the characters, both believing in their small and intimate moments, but always made aware of the artifice. There are of course many cinematic references, from the schlock of ‘50s sci-fi to more than a hint of Close Encounters that also fueled last year’s Nope. There are also echoes to many of Anderson’s own films. There’s so much joy on screen, so much playfulness, that it’s perhaps churlish to complain about any missteps. While not as deeply moving as some, or downright thrilling as others in Anderson’s filmography, it’s a journey to the desert well worth taking.—Jason Gorber
The Big Sick
Year: 2017
Director: Michael Showalter
Stars: Kumail Nanjiani, Zoe Kazan, Holly Hunter
Rating: R
The Big Sick can sometimes be awfully conventional, but among its key assets is its radiant view of its characters. Based on the first year in the relationship of married screenwriters Kumail Nanjiani and Emily V. Gordon, this indie rom-com has a mildly risky structure and some trenchant observations about the culture clashes that go on in immigrant families living in America. But what cuts deepest is just how profoundly lovable these people are. That’s not the same as being cutesy: Rather, The Big Sick is defiantly generous, understanding that people are horribly flawed but also capable of immeasurable graciousness when the situation requires. So even when the film stumbles, these characters hold you up. Nanjiani plays a lightly fictionalized version of his younger self, a struggling Chicago stand-up who is having as much success in his career as he in his dating life. Born into a Pakistani family who moved to the United States when he was a boy, he’s a dutiful son, despite lying about being a practicing Muslim and politely deflecting the attempts of his parents (Anupam Kher, Zenobia Shroff) to set him up in an arranged marriage. That’s when he meets Emily (Zoe Kazan), an American grad student with whom he’s instantly smitten. She swears she doesn’t want a relationship, but soon they fall for one another—even though Kumail knows it can’t work out. What’s most radical about The Big Sick is its optimistic insistence that a little niceness can make all the difference. —Tim Grierson
Billy Madison
Year: 1995
Director: Tamra Davis
Stars: Adam Sandler, Bradley Whitford, Bridgette Wilson, Darren McGavin, Norm Macdonald, Josh Mostel, Chris Farley, Steve Buscemi
Rating: PG-13
There’s a strong case to be made that Billy Madison is the best Adan Sandler movie. Sure, it’s not as human as The Wedding Singer, and it’s hard to vote against Happy Gilmore, but Madison so thoroughly exceeded the abominably low expectations I had for it in 1995 that it wound up being one of the most memorable movies of the decade. It’s still hilarious today, a perfect vehicle for Sandler’s man-child persona, and one that surrounds him with a fantastic supporting cast, including Bradley Whitford, Darren McGavin, Norm Macdonald, Chris Farley, and a giant penguin, among others. It’s not the story or even the jokes that make Billy Madison so funny–it’s the surreal flourishes, the way lines are delivered, how Tamra Davis (both a woman and an outsider to the small circle of men who have directed most of Sandler’s movies since) is able to contrast Sandler’s weirdness with a world that feels recognizable in its everyday mundanity. Later Sandler movies feel lazy and untethered from the real world, but Madison doesn’t suffer from either flaw. It’s dumb comedy done with enough weirdness and intelligence to become a true classic.–Garrett Martin
Borat Subsequent Moviefilm
Year: 2020
Director: Jason Woliner
Stars: Sacha Baron Cohen, Maria Bakalova
Rating: R
The gung-ho hilarity and up-for-anything attitude Bulgarian actress Maria Bakalova brings to the Borat sequel (playing Borat’s daughter, Tutar) makes for the closest thing to a can’t-miss-it performance that 2020 has provided. It’s one thing that Bakalova holds her own against Sacha Baron Cohen and his seasoned on-camera bravura. It’s another thing altogether to supplant him as the breakout of the sequel, shepherding the soul of a movie—that nobody expected to be as perversely touching as it is—while keeping in hilarious lockstep with the scuzzy legacy that the Borat name implies.
Since Borat Subsequent Moviefilm dropped on Amazon Prime, Rudy Giuliani has unsurprisingly remained the movie’s most noteworthy conversational export. News headlines about Giuliani and his most unusual way of removing a mic were the topic of the day at whatever the pandemic-era equivalent of the watercooler is. But it’s to the credit of Bakalova, the mockumentary’s other buzzed-about element and secret weapon, that its shocking climax is as effective as it is in targeting Donald Trump’s private attorney.—David Lynch
Bottle RocketYear: 1996
Director: Wes Anderson
Stars: Luke Wilson, Owen Wilson, James Caan, Lumi Cavazos, Robert Musgrave, Andrew Wilson
Rating: R
Bottle Rocket introduced us both to the singular world of Wes Anderson and the unique charm of the Wilson brothers. The film about a pair of friends planning a series of ambitious heists in Texas expands on Anderson’s first short of the same name, shot four years earlier. Co-writer Owen Wilson’s Dignan was the prototype Anderson protagonist with visions of grandeur and not enough common sense or self-awareness to back it up. Most adults who’ve forgotten to grow up are either repulsive in their adolescent behavior or the butt of the joke, but Dignan retains a certain boyish likability for all his crazy scheming. The original humor and stylistic quirks that feel so familiar now felt refreshing in 1996. And the music—a mixture of Mark Mothersbaugh score and classic rock (this time Rolling Stones and Love)—set the template for most Wes Anderson films.—Josh Jackson
Bottoms
Year: 2023
Director: Emma Seligman
Stars: Rachel Sennott, Ayo Edebiri, Marshawn Lynch, Havana Rose Liu, Kaia Gerber, Nicholas Galitzine, Ruby Cruz, Dagmara Domińczyk
Rating: R
Every now and then, a comedy rolls around that is delightfully unafraid of utter ridiculousness—of pushing buttons and boundaries until it’s blue in the face. Directed by Emma Seligman (Shiva Baby) in her sophomore feature, Bottoms is such a comedy. The film follows P.J. (Rachel Sennott) and Josie (Ayo Edebiri), two wildly unpopular gay high schoolers who found a female fight club to impress their cheerleader crushes: Brittany (Kaia Gerber) and Isabel (Havana Rose Liu), respectively. This is a premise that naturally lends itself to a healthy dosage of humor, but Seligman doesn’t dare rely too heavily on her high-concept conceit. With the help of Sennott, who co-wrote the script, Seligman squeezes every ounce of humor out of each of the film’s thoughtfully-crafted scenarios—for better or worse. More often than not, this yields either shockingly bloody and hilarious visual gags, such as an impeccably-timed explosion or punch to the face, or masterfully-delivered punchlines about I-can’t-believe-she-went-there topics like bombs or abortions. In the rare moments that Bottoms takes a turn into sincerity, the dialogue is subtle yet acutely affecting, and indicates that its writers have a heartfelt understanding of what their characters are going through. If they had just sacrificed a couple of visual gags and attached their film a little more tightly to reality, Bottoms would be both poignant and laugh-out-loud funny. In her defense, it does make sense why Seligman wasn’t interested in giving up any of the film’s punchlines. She did, after all, hit the jackpot with one of the funniest ensemble casts of the past decade. The chemistry between the two leads is exquisite, which shouldn’t come as a surprise; the two previously spearheaded the uproarious Comedy Central web series Ayo and Rachel Are Single. When Seligman’s short film Shiva Baby premiered at South by Southwest back in 2018, audiences widely recognized the budding director as someone with a unique talent for whipping up a tight, sharp comedy in a small space. Now that her budget and scope are bigger, she has once again proven that she has an outstanding command over the genre.—Aurora Amidon
Coming 2 America
Year: 2021
Director: Craig Brewer
Stars: Eddie Murphy, Arsenio Hall, Jermaine Fowler, Leslie Jones, Tracy Morgan, KiKi Layne, Shari Headley, Wesley Snipes, James Earl Jones, John Amos
Rating: PG-13
Coming 2 America effectively uses the legacy of Zamunda to expand the narrative space not only of the classic original, but for Black diasporic affinity at large. At the end of the 1988 romantic comedy, the royal marriage of Akeem Joffer (Eddie Murphy) and Lisa McDowell (Shari Headley) further symbolically enmeshed the interconnected experience between African-Americans and Black Africans. In this sequel, the legacy of that union is explored through the gendered opportunities of Prince Akeem’s lineage and the pressure he faces to determine his royal successor—all while appeasing the tyrannical leader of Zamunda’s neighboring country Nextdoria, General Izzi (Wesley Snipes). Coming 2 America is an exciting follow-up that’s ensemble cast and increasingly complex musings mostly outweigh its shortcomings. In present-day Zamunda, Prince Akeem enjoys the company of his wife, his three badass warrior daughters and his dear albeit mischievous dude-in-waiting Semmi (Arsenio Hall). But when dying, nearly expired King Jaffe Joffer (James Earl Jones) reiterates that Akeem’s eldest daughter, Princess Meeka (KiKi Layne, Beale Street! Beale Street!) will not be eligible to inherit the throne because she is a woman, Akeem and Semmi return to Queens to find Akeem’s long-lost bastard son, Lavelle Junson (Jermaine Fowler). Of course, hijinks ensue along the way. Semmi and Akeem must fumble around a new New York stuffed less with mustard-colored cabs and more with rideshares. They become acquainted with an increasingly gentrified Queens, visit some familiar friends and meet new members of Akeem’s extended family as they court Lavelle. This film’s greater comedic elements come from these familiar moments of cross-cultural tension and new intergenerational differences. Coming 2 America is a deeply fun, goofy, incredibly cast Blackity-Black movie. Viewers be warned of the emotional whiplash they might receive from the returning likes of James Earl Jones and John Amos, as well as the steady stream of Black artists and icons from across the diaspora who make surprise appearances in the film. Coming 2 America achieves exactly what an effective sequel should: It reinforces themes from the original film while offering new, intriguing points of tension, nodding to old gags in a way that rewards fluent fans without alienating newbies.—Adesola Thomas
Dirty Rotten Scoundrels
Year: 1988
Director: Frank Oz
Stars: Michael Caine, Steve Martin, Glenne Headly
Rotten Tomatoes Score: 88%
Rating: PG
Runtime: 110 minutes
The story of two rival con men working a wealthy heiress is a comedy classic for two reasons: Steve Martin and Michael Caine. Watching Martin’s American street hustler Freddy Benson try to learn from and outwit his reluctant mentor, Caine’s refined British Lawrence Jameson, while they both desperately attempt to win a bet of swindling $50,000 from their agreed mark (Glenne Headly as Janet Colgate), offers plenty of laughs, even if the plot is fairly conventional. With Benson reduced to playing the dimwit Ruprecht, Steve Martin is in his physical comedy prime. —Josh Jackson