Ryan Reynolds could make reading a grocery list sound hilarious. His comedy spills into everything he does, from his viral ads to his legendary interviews. Whether he is playing an action hero with a comedic twist in Free Guy or stealing hearts in The Proposal, Ryan Reynolds’ comedy movies have set the bar really high. His quick wit, effortless charm, and ability to make even the most ridiculous moments feel iconic keep fans coming back for more.

Deadpool is a given, but what about his other laugh-out-loud hits? From his early rom-com days to his latest blockbuster hits, here is a countdown of the best of the best—including action-packed comedy, rom-com chaos, and underrated gems you might have missed!

Some movies make you chuckle, but these will have you in stitches. Whether he is breaking the fourth wall or delivering the perfect sarcastic one-liner, Ryan Reynolds' movies will always crack you up. If your day needs a serious upgrade, these 13 comedy flicks will do the trick!

Cast: Nicolas Cage, Emma Stone, Ryan Reynolds

Release Date: March 22, 2013  

Genre: Animated, Adventure, Comedy  

Where to Watch: Amazon Prime Video 

A prehistoric family, a world beyond their cave, and one smooth-talking nomad with all the right ideas—Ryan Reynolds as Guy in The Croods brings charm, wit, and a whole lot of fun to this animated adventure. As the Croods step into the unknown, chaos, laughter, and wild discoveries follow, making this a must-watch for all ages.  

Full of colorful animation and hilarious clashes between survival instincts of the old school and new-school thinking, The Croods is a fun ride. Reynolds' voice work is effortlessly charming, making Guy a standout character you will absolutely love!

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Cast: Ryan Reynolds, Mark Ruffalo, Walker Scobell

Release Date: March 11, 2022  

Genre: Science Fiction, Comedy  

Where to Watch: Streaming on Netflix  

Ryan Reynolds meets his younger self, and the results are pure comedy gold. A time-traveling pilot teams up with his 12-year-old self in a wild mission to save the future, filled with witty humor, action-packed moments, and emotional scenes. This sci-fi comedy combines humor with nostalgia making it one of Reynolds’ most entertaining films.  

Shawn Levy once shared why he chose Ryan Reynolds for the film, and The Adam Project proves exactly why. From epic dogfights to hilarious one-liners, The Adam Project is a sci-fi spectacle with that signature wit that makes Ryan Reynolds' comedy movies so very irresistible. Plus, the father-son themes hit just the right emotional notes.  

Cast: Will Ferrell, Ryan Reynolds, Octavia Spencer

Release Date: November 11, 2022  

Genre: Musical Comedy  

Where to Watch: Available on Apple TV+  

A holiday classic gets a musical, hilarious twist with Ryan Reynolds and Will Ferrell leading the way. Spirited flips A Christmas Carol around, making the cranky main character, Reynolds' Clint Briggs- the one who challenges the ghosts instead of the other way around. Expect humor, catchy songs, and a holiday story like never before!

Reynolds and Ferrell's chemistry fuels the film, delivering laugh-out-loud moments one after the other! The mix of holiday cheer and comedy makes it a must-watch for the holiday season or any time you need a feel-good flick. 

Cast: Ryan Reynolds, Justice Smith, Kathryn Newton  

Release Date: May 10, 2019  

Genre: Mystery, Comedy  

Where to Watch: Prime Video 

Ryan Reynolds as Pikachu? That is reason enough to watch. But throw in a hilarious mystery, stunning CGI Pokémon, and a world where humans and Pokémon live side by side, and you have got this film that is impossible to resist. 

From action-packed chases to hilarious one-liners, Pokémon Detective Pikachu is more than just a nostalgia trip—it is a wildly entertaining adventure. The mix of comedy, mystery, and heart makes for a movie that will delight longtime Pokémon fans. If you love offbeat humor and adorable creatures, this one is a no-brainer.  

Cast: Sandra Bullock, Ryan Reynolds, Betty White  

Release Date: June 19, 2009  

Genre: Romantic Comedy  

Where to Watch: Disney +, Amazon Prime Video  

A phony engagement, a cranky assistant, and a tightly wound boss with a deportation issue—what could possibly go wrong? The Proposal throws Ryan Reynolds and Sandra Bullock into a love-hate relationship full of awkward moments, sarcastic comebacks, and unexpected chemistry. The Alaskan backdrop adds charm, but it is Reynolds’ comedic timing that steals the show.  

Betty White’s iconic shenanigans, a hilarious family reunion, and a romance that sneaks up on you make this one of the greatest Ryan Reynolds comedy movies to rewatch. Whether you are here for the laughs, the romance, or that legendary lake scene, The Proposal delivers on all fronts.  

Cast: Ryan Reynolds, Josh Brolin, Morena Baccarin

Release Date: May 18, 2018  

Genre: Action, Adventure, and Comedy.  

Where to Watch: Disney +, Amazon Prime Video 

Breaking the fourth wall, cracking jokes at every turn, and pushing the superhero genre to awesomely ridiculous heights, Deadpool 2 is Ryan Reynolds at his finest. This sequel turns up the action, the laughs, and the heart, as Deadpool assembles a chaotic team to save a young mutant. The humor is brutal, the fights are insane, and it is ridiculously entertaining.  

Loaded with crazy stunts, humor, and unexpected emotional punches, Deadpool 2 is everything a superhero comedy should be. Ryan Reynolds once said he made Deadpool for his kids—though with all the chaos and R-rated mayhem, they might have to wait a while to enjoy it. But you do not have to wait—you can watch it, and you definitely should! 

Cast: Ryan Reynolds, Cailey Fleming, John Krasinski

Release Date: May 17, 2024  

Genre: Fantasy, Comedy, Drama  

Where to Watch: Amazon Prime

Ryan Reynolds teams up with imaginary friends, and the result is pure magic. IF follows a young girl who discovers she can see forgotten imaginary friends, which develops into a heartwarming, funny adventure. 

Mixing genuine moments with Reynolds' trademark humor, IF is one of the most charming Ryan Reynolds comedy movies yet. Whether you had an imaginary friend or just love a good feel-good flick, this one is like a hug for your inner child and will put a smile on your face.

Cast: Ryan Reynolds, Samuel L. Jackson, Salma Hayek

Release Date: August 18, 2017  

Genre: Action, Comedy  

Where to Watch: Available on Amazon Prime Video  

Ryan Reynolds plays the world’s best bodyguard—until one bad job tanks his reputation. Now, he is stuck protecting Samuel L. Jackson who plays the hitman, who would rather shoot than be saved. Every scene is a battle of wits, bullets, and nonstop attacks. 

Salma Hayek steals scenes as Jackson’s terrifyingly loyal wife, proving that behind every great hitman is a woman scarier than him. Car chases, betrayals, and absurd goofy one-liners make The Hitman's Bodyguard a thrilling ride. Of all Ryan Reynolds' comedy films, this one keeps the punches - both fists and words- coming fast!

Cast: Ryan Reynolds, Jodie Comer, Joe Keery

Release Date: August 13, 2021  

Genre: Action, Comedy

Where to Watch: Streaming on Disney+  

Ryan Reynolds adds his own brand of charm to Free Guy, playing an NPC (non-playable character) who wakes up and realizes he is in a video game. Instead of sticking to his routine, he takes matters into his own hands, turning into the game’s unexpected hero. 

Think The Truman Show meets Grand Theft Auto, but with more explosions and jokes. With Jodie Comer by his side, he faces off against a maniacal game creator, played hilariously by Taika Waititi. 

Cast: Ryan Reynolds, Morena Baccarin, Ed Skrein

Release Date: February 12, 2016  

Genre: Action, Comedy, Superhero  

Where to Watch: Max, Disney+

Superheroes take themselves too seriously—until Deadpool enters the scene and flips the script. Ryan Reynolds plays Wade Wilson, a wisecracking mercenary turned super-powered antihero who loves breaking the fourth wall as much as breaking bones. From the self-aware opening credits to the over-the-top action, Deadpool rewrote the superhero rulebook with some R-rated flair.  

Full of snarky one-liners, ridiculous fight scenes, and a romance that is as crazy as the action, Deadpool became an instant classic. If you have not watched this Ryan Reynolds comedy, you are seriously missing out. It is ridiculous, it is brilliant, and skipping it should be considered a crime.

Cast: Ryan Reynolds, Amy Smart, Anna Faris  

Release Date: November 23, 2005  

Genre: Romantic Comedy  

Where to Watch: Amazon Prime Video  

Before he was this charming action star, Ryan Reynolds nailed awkward comedy in Just Friends. He plays Chris, a overweight teen humiliated by his crush, Jamie. Years later, he is slim, successful, and back in town—ready to win her heart. Too bad for him when everything that can go wrong, starts going wrong, in the funniest ways possible.  

Enter Anna Faris, an unhinged pop star hell-bent on making Chris her own. Between slapstick disasters and painfully relatable romantic mishaps, Just Friends dishes out pure comedy! And if that is not enough comedy, the same year also gave fans this classic Ryan Reynolds in a restaurant movie, where the only thing messier than the food orders is the staff itself.

Cast: Ryan Reynolds, Gemma Arterton, Anna Kendrick

Release Date: February 6, 2015  

Genre: Comedy, Crime, Fantasy  

Where to Watch: Streaming on Amazon Prime Video  

Talking pets are usually cute—unless they are telling you to commit homicide. In The Voices, Ryan Reynolds turns on the charm as Jerry, a seemingly sweet guy with a big problem- his cat urges him to destroy, while his dog tries to get him to snap out of it. The result is a darkly hilarious spiral into madness that is weirdly fun to watch.

Somehow, The Voices makes serial hunting feel... oddly entertaining? With Reynolds playing both Jerry and his talking pets, this twisted horror-comedy walks the perfect line between disturbing and funny. 

Cast: Ryan Reynolds, Tara Reid, Tim Matheson  

Release Date: April 5, 2002  

Genre: Comedy, Romance  

Where to Watch: Available on Amazon Prime Video  

Before Ryan Reynolds was cracking jokes as Deadpool, he was living his best college life in Van Wilder. In National Lampoon's Van Wilder, he plays the ultimate party legend, a student who has spent seven years avoiding graduation.

When his funding gets cut, he has to get creative—cue the outrageous stunts, pranks, and enough wild parties to make every frat house green with envy. From Kal Penn’s iconic sidekick role to humor that somehow never gets old, Van Wilder is a cult classic. 

From being the fan-favorite Deadpool to the surprisingly sassy Detective Pikachu, Ryan Reynolds' comedy movies are like a perfectly mixed cocktail—smooth, sharp, and guaranteed to leave you feeling good. He is the guy who could charm his way out of a hostage situation with just sarcasm, the only superhero who roasts villains mid-fight, and the action star who makes running from explosions look like a casual morning jog.

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So, which of his movies made you laugh the hardest? Drop your favorite in the comments below!