The Most Rewatchable Comedies Of All Time

What comedy films can you watch over and over and never get bored? The ones that leave you in stitches, or that you find yourself repeating lines from in everyday life?

Here’s a list of funny movies you’d watch while home sick in bed or when bored and channel surfing, even if you’ve already seen them a million times. These are the movies that you’ll insist someone watch immediately if you learn — gasp! — that they haven’t seen them yet.

Here’s a list of the most rewatchable comedies of our time.

‘The Princess Bride’

This 1987 fantasy film was well-received by critics after its release, but it didn’t become the cult classic it is today until after it came out on video.

Trivia: Directing “The Princess Bride” was like a dream come true for Rob Reiner, as the book it’s adapted from was his favorite growing up. Reiner told Variety that the moment the “The Princess Bride” author William Goldman, who also wrote the screenplay, said “I think this is going to be great,” was one of the best moments of his career.

Quotable Lines: “As you wish.”  / “Hello. My name is Inigo Montoya. You killed my father. Prepare to die.” / “Inconceivable!” / “Rodents of unusual size? I don’t think they exist.”

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‘So I Married an Axe Murderer’

Mike Myers plays Charlie Mackenzie, a San Francisco poet who’s worried he’s dating a murderess in this 1993 film. Perhaps even more memorably, he also plays Charlie’s crass Scottish father.

Trivia: Cameos from beloved actors are sprinkled throughout the film, including Alan Arkin, Phil Hartman, Michael Richards, Debi Mazar, Charles Grodin and Greg Germann.

Quotable Lines: “His head’s like Sputnik. Spherical, but quite pointy in parts.” / “We have a piper down. I repeat, a piper is down.” / “Well, brutal’s a subjective term. What’s brutal to one person might be entirely reasonable to someone else.”

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Trivia: The 1995 romantic comedy is based on Jane Austen’s novel “Emma” but was completely immersed in Valley Girl culture. The film made Alicia Silverstone famous and got thousands of teens crushing on Paul Rudd’s dreamy step-brother character.

Quotable Lines: “I totally paused.” / “As if!” / “You’re a virgin who can’t drive.” / “She’s a full-on Monet. It’s like a painting, see? From far away, it’s OK. But up close, it’s a big old mess.”

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‘The Hangover’

Trivia: What happens in Vegas makes for a great movie in 2009’s “The Hangover.” Zach Galifianakis, Ed Helms and Bradley Cooper already knew each other prior to the movie, which helped with their “wolf pack” chemistry.

Quotable Lines: “It’s not a purse, it’s called a satchel. Indiana Jones wears one.” / “I just added two more guys to my wolf pack. Four of us wolves, running around the desert together, in Las Vegas, looking for strippers and cocaine.”

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‘Grosse Pointe Blank’

Hired killers and comedy don’t always go hand in hand. But in “Grosse Point Blank,” John Cusack’s hitman character is as deadpan funny as they get.

Trivia: This is a family affair. Besides John Cusack, Joan, Ann and Bill Cusack appear in the film.

Quotable Lines: “Don’t kill anybody for a few days. See what it feels like.” / “So, what have you been doing with your life?” “Um… professional killer.” “Oh, good for you! Growth industry.”

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‘The Goonies’

With “The Goonies,” Steven Spielberg made a kid pirate caper that, unlike “Hook,” you can watch over and over.

Trivia: In addition to filming mostly on location in Astoria, Oregon, the production crew also built a real pirate ship with a working water slide the actors used to get off it.

Quotable Lines: “Hey, you guys!” / “I can’t tell… if it’s an ‘A sharp’ or if it’s a ‘B flat”‘ “Heh, if you hit the wrong note, we’ll all ‘B flat!'” / “Baby Ruth!”

Amazon

‘Bridesmaids’

“Bridesmaids” became one of the top-grossing female-driven comedies of all time after hitting theaters in 2011, and watching it over and over shows just how brilliant it was.

Trivia: Melissa McCarthy based her character off of The Food Network’s Guy Fieri.

Quotable Lines: “You read my journal?!” “At first I did not know it was your diary. I thought it was a very sad handwritten book.” / “I’m glad he’s single, ’cause I’m gonna climb that like a tree!”

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‘My Cousin Vinny’

“My Cousin Vinny” made courtroom drama funny and won Marisa Tomei a Best Supporting Actress Oscar.

Trivia: Tomei’s part was under consideration for being cut from the film. Good thing they didn’t do it!

Quotable Lines: “Did you say ‘yutes’?” Yeah, two yutes.” / “No, it is a trick question!” “Why is it a trick question?” “‘Cause Chevy didn’t make a 327 in ’55, the 327 didn’t come out till ’62. And it wasn’t offered in the Bel Air with a four-barrel carb till ’64. However, in 1964, the correct ignition timing would be four degrees before top-dead-center.”

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‘Clue’

There may be a remake in the works, but there’s not much you can do to improve on the original “Clue” movie. The 1985 film may not have done well in theaters, but it’s become a rewatchable comedy favorite since then.

Trivia: Depending on what screening moviegoers attended, they would see a different killer revealed at the end of the film, much like the board game the movie was based on. Three endings were filmed and a possible fourth planned.

Quotable Lines: “Flames, on the side of my face, breathing-breath…- heaving breaths.” / “Communism was just a red herring.” / “Da da da da da da! I, am, your singing telegram.”

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‘Office Space’

Yet another movie that wasn’t a hit in the theaters but gained traction after its video/DVD release, “Office Space” only gets better on repeat viewing.

Trivia: The movie’s director, Mike Judge, has a cameo as Joanna’s (Jennifer Aniston) boss.

Quotable Lines: “I believe you have my stapler.” / “Hello, Peter, what’s happening.” / “The thing is, Bob, it’s not that I’m lazy, it’s that I just don’t care.” / “What would you say you do here?”

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‘Blazing Saddles’

The 1974 Mel Brooks film blazed a trail for no-holds-barred movie satires. Fans of the film might be surprised to learn that Brooks axed just one line from the script for being too racy.

Trivia: John Wayne declined to appear in the film.

Quotable Lines:  “My name is Jim. But most people call me … Jim.” / “Excuse me while I whip this out.”

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‘Dumb and Dumber’

Jim Carrey and Jeff Daniels created comedy gold in “Dumb and Dumber,” which follows two dimwitted pals as they take a road trip to bring a “forgotten” suitcase of money back to its comely owner, played by Lauren Holly.

Trivia: The Aspen hotel scenes were filmed at the hotel that inspired “The Shining,” which is in Estes Park, Colorado, not Aspen.

Quotable Lines: “So you’re telling me there’s a chance!” / “I like it a lot!” / “Wanna hear the most annoying sound in the world?”
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‘Miss Congeniality’

The 2000 hit “Miss Congeniality” poked fun at the pageant, sorry, scholarship competition world. Sandra Bullock’s tomboy federal agent got beautified and got the bad guys.

Trivia: Edward Hermann’s role as Grace’s father was cut from the film.

Quotable Lines: “Miss Rhode Island, please describe your idea of a perfect date.” “That’s a tough one. I’d have to say April 25th. Because it’s not too hot, not too cold, all you need is a light jacket.” / “I’d love to hurt you right now.” “As long as you smile.”

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‘Ferris Bueller’s Day Off’

Matthew Broderick’s baby-faced goof-off is fun to watch any day of the week, especially when you’re actually home sick.

Trivia: The punk band Save Ferris was named in honor of the 1986 film.

Quotable Lines: “Life moves pretty fast. If you don’t stop and look around once in a while, you could miss it.” / “Bueller? Bueller? Bueller?”

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‘Groundhog Day’

Bill Murray and Andie McDowell find romance as Murray relives the same day over and over and over … until he can get it right. Though Murray’s character is frustrated by reliving the same day over and over, rewatching this one over and over is downright delightful.

Trivia: The groundhog that played Punxsutawney Phil bit Murray multiple times.

Quotable Lines: “Don’t mess with me, pork chop.” / “Watch out for that first step. It’s a doozie!” / “Am I right or am I right or am I right?

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‘Coming to America’

Though not a critical success, “Coming to America” is one that we love to catch whenever it’s being rerun on TV. Though it’s full of ’80s flair, the story has a timeless quality — as do the jokes — that we can’t help but love.

Trivia: This was the first movie where Eddie Murphy played multiple characters, in this case, two men in barbershop and the singer for the band Sexual Chocolate. Arsenio Hall also played multiple roles in the movie, including one of the men in the barbershop and Reverend Brown.

Quotable Lines: “But where in New York can one find a woman with grace, elegance, taste and culture? A woman suitable for a king.” “Queens!” / “Look … me and the McDonald’s people got this little misunderstanding. See, they’re McDonald’s … I’m McDowell’s. They got the Golden Arches, mine is the Golden Arcs. They got the Big Mac, I got the Big Mick. We both got two all-beef patties, special sauce, lettuce, cheese, pickles and onions, but their buns have sesame seeds. My buns have no seeds.”

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‘Wedding Crashers’

Owen Wilson and Vince Vaughn crash weddings like pros until they meet two sisters and their crazy family.

Trivia:  Isla Fisher said she watched “Fatal Attraction” and “The Hand That Rocks the Cradle” to prepare for her role as the kooky Gloria.

Quotable Lines: “Make me a bicycle, clown!” / “You shut your mouth when you’re talking to me!” / Hey! Baba ganoush!”

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‘Airplane!’

A satirical disaster film? Surely they can’t be serious. And yet with its physical gags, clever wordplay and unforgettable characters, “Airplane!” works really, really well.

Trivia: “Airplane!” was modeled after “Zero Hour!”, a 1950s movie that had enough similarities to the spoof that the film producers paid “Zero Hour!” royalties to avoid potential lawsuits.

Quotable Lines: “Surely you can’t be serious. I am serious … and don’t call me Shirley.” / “We have clearance, Clarence.” “Roger, Roger. What’s our vector, Victor?”

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‘Shaun of the Dead’

With a wordplay on “Dawn of the Dead,” “Shaun of the Dead” is a zombie parody movie that will keep you laughing and guessing what’s going to happen next.

Trivia: “Hot Fuzz” and “The World’s End” completed a trilogy of movies directed by Edgar Wright and starring Simon Pegg.

Quotable Lines: “David, kill the Queen!” “What?” “The jukebox!”

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‘Rushmore’

Director Wes Anderson has made many funny movies over the years, but “Rushmore” was the one that put him on the map.

Trivia: “The Life Aquatic with Steve Zissou,” Anderson’s future film, is teased to in a scene where Max is reading “Diving For Sunken Treasure” by Jacques-Yves Cousteau.

Quotable Lines: “These are O.R. scrubs.” “O.R. they?” / “She’s my Rushmore.” “I know. She was mine too.” 

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‘The Big Lebowski’

No other movie has done as much for White Russians, bathrobes and bowling as “The Big Lebowski.” The beloved Coen brothers film only gets better the more you watch it and catch brilliant little details you might have missed the first time around.

Trivia: Jeff Bridges’ laid-back personality fit nicely with The Dude’s character, and he even used some of his own clothes for the role.

Quotable Lines:  “The Dude abides.” / “That rug really tied the room together.”

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‘It Happened One Night’

This 1934 classic starring Clark Gable and Claudette Colbert and made by Frank Capra will have you chuckling anytime you put it on. Their chemistry is palpable, and the odd-couple gags just get funnier the more you watch it.

Trivia: The movie was filmed in just four weeks.

Quotable Lines: “What’s holding up the annulment, you slowpoke? The walls of Jericho are a-toppling.”

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‘My Big Fat Greek Wedding’

Nia Vardalos won movie audiences over with her comedy about a big Greek family, and 16 years later, this love story is just as charming and hilarious as ever.

Trivia: It was Rita Wilson who told her husband, Tom Hanks, that he should produce a movie version of what was then a one-woman play starring Vardalos.

Quotable Lines: “The man is the head, but the woman is the neck. And she can turn the head any way she wants.” / “Hey Ian, we’re gonna kill ya! Opa!” / “There’s a hole in this cake!” / “Put some Windex.”

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‘Animal House’

Let’s be honest. John Belushi makes this movie about a rowdy fraternity in the 1960s. But the rest of the cast ties it all together.

Trivia: DeWayne Jessie performed “Shout” as Otis Day in one scene of the movie that became so popular that he legally changed his name and started performing as “Otis Day and the Knights.”

Quotable Lines: “Toga! Toga!” / “That boy is a P-I-G pig.” / “But Delta’s already on probation.” “They are? Well, as of this moment, they’re on double secret probation.”

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‘Bringing Up Baby’

There are many classic Katharine Hepburn and Cary Grant films (“The Philadelphia Story” comes to mind), but “Bringing Up Baby” brings the best laughs. This wild ride is a comedy of errors and battle of the wits between Grant’s buttoned-up paleontologist and Hepburn’s pet-leopard-owning heiress.

Trivia: The film bombed when it was released leading to Hepburn being dubbed “Box-Office Poison.”

Quotable Lines: “You mean you don’t want me to help you anymore — after all the fun we’ve had?” / “In moments of quiet, I’m strangely drawn to you, but, well, there haven’t been any quiet moments.”

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‘Some Like It Hot’

Tony Curtis and Jack Lemmon spend much of this film in drag or disguise, passing witty quips between them as they bond with Marilyn Monroe’s character, Sugar.

Trivia: The makeup that Curtis and Lemmon wore had a green tinge to it on color film, one of the reasons “Some Like It Hot” ended up being filmed in black and white.

Quotable Lines: “You must be quite a girl.” / “Always the fuzzy end of the lollipop.”

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‘Caddyshack’

Worlds collide in this classic 1980s screwball comedy starring comedy pros Chevy Chase, Rodney Dangerfield, Ted Knight and Bill Murray that takes place on the greens at Bushwood Country Club.

Trivia: The pitch to the studio that this would be “‘Animal House’ on a golf course” was what got “Caddyshack” made.

Quotable Lines: “You’ll get nothing and like it.” / “Whoa, did somebody step on a duck?” / “Be the ball.”

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‘When Harry Met Sally’

Nora Ephron wrote this charming romantic comedy that allowed Billy Crystal and Meg Ryan to shine as long-time friends who decide they’re something more.

Trivia: While the couples being “interviewed” between scenes in “When Harry Met Sally” were actors, their stories were those of real couples director Rob Reiner had interviewed for the film.

Quotable Lines: “I’ll have what she’s having.” / “There are two kinds of women: high maintenance and low maintenance.” “Which one am I?” “You’re the worst kind; you’re high maintenance but you think you’re low maintenance.” / You know, you may be the first attractive woman I’ve not wanted to sleep with in my entire life.”

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‘Monty Python and the Holy Grail’

No need to say “ni!” to this film. The Monty Python troupe created one memorable scene after another in this 1975 comedy, and we love it, even if the plot didn’t exactly make sense.

Trivia: The movie was originally supposed to jump to the present time as well, but script changes led to its staying set only in the medieval period.

Most Quotable Lines: “Now go away or I will taunt you a second time.” / “It’s just a flesh wound.” / “I fart in your general direction. Your mother was a hamster and your father smelt of elderberries.”

Amazon

‘Young Frankenstein’

Released the same year as “Blazing Saddles,” “Young Frankenstein” shored up Mel Brooks‘ comedy reputation. Though it’s now a comedy classic, one critic immediately saw how good it was.

“The moment, when it comes, has the inevitability of comic genius,” Roger Ebert wrote, of the train station scene, in his review of the film in 1974.

Trivia: Gene Wilder pitched the idea for “Young Frankenstein” to Mel Brooks while Wilder was filming “Blazing Saddles.”

Most Quotable Lines:  “I thought I told you never to interrupt me while I’m working!” / “It’s pronounced ‘Fronkensteen.'” / “Wait, Master, it might be dangerous … you go, first.”

Young Frankenstein

What would you add to our list of the most rewatchable comedies?

Entertainment, Humor & Funny, Movies & TV

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About the Author
Anna Weaver
Anna Weaver is a writer and multimedia journalist from Hawaii. Her two young kids keep her on her toes and hooked on online shopping. Anna’s also a fan of movies, reading, photography, and sharing far too many IG stories about cute dogs and capybaras.

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