Film & Television | 01.15.2022

15 Best Comedy Movies to Watch with Your Partner

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By Finer Things Contributors

Let’s face it: we’ve all been cozying up for more Netflix nights with our significant others lately. Are you looking for the best comedy movies to watch with your partner? Look no further than this list! We’ve scoured the best in comedy to curate a list that’ll tickle yours and your partner’s funny bone.

Whether they love slapstick and you’re here for the rom-com butterflies or a dash of steamy love scenes, there’s something for each of you on this list. If you want a shareable, saveable version of this list, sign up to our emails for a free download.

Pour a glass of something delightful, grab the snacks, and let the laughs roll with our 15 best comedy movies for couples.

1. When Harry Met Sally (1989)

Roam the streets of New York and fall in love with college acquaintances turned best-friends turned lovers in When Harry Met Sally. 

Come for romantic comedy perfection, stay for witty banter and irresistible chemistry between the two movie stars, Meg Ryan and Billy Crystal, and buckle up for one of the most hilarious, clench your jaw and catch your breath fake orgasm scenes of all time.

An Oscar nominee for Best Original Screenplay (written by Nora Ephron), When Harry Met Sally is hands-down one of the best comedy movies to watch with your partner.

Stream it on Amazon Prime.

2. There’s Something About Mary (1998)

It’s no secret that Ben Stiller and Cameron Diaz were 1990s comedy film knockouts. Well, these two team up for hilarity, chemistry, and a bit of chaos in There’s Something About Mary. 

She’s every guy’s “one that got away,” and he’s her nerdy high school acquaintance who never got the guts to ask her out.

Years later, they reunite, and the cringe-worthy embarrassment continues. Your partner will love the bathroom humor, and you’ll both laugh to tears in this American comedy from the Farrelly Brothers.

Since everyone’s in love with Mary, who does she end up with? You’ll have to watch to find out!

Stream it on Amazon Prime.

3. The Money Pit (1986)

One of the funniest, most honest depictions of tackling the starter home-buying process is The Money Pit. A tale of home dreams turned nightmare, these two lovebirds’ blind optimism turns into a catastrophe when they buy a too-good-to-be-true on the outskirts of New York City.

Get ready for nonstop slapstick in this silly, heartwarming, albeit cautionary tale teaching us that disastrous investments can lead to disastrous relationships.

Rent it on Amazon.

4. Meet the Parents (2000)

Goofy laughs? Check. An endearing love story? Check. Outlandish in-laws? Mega check! Ben Stiller headlines this hilarious act as the infamous Greg Focker (cue the surname jokes and one-liners), but the real MVPs are the supporting cast. 

Robert De Niro steals the show as the overbearing, infringing, literally interrogating father-in-law, who just so happens to be a retired CIA agent. No pressure!

If you thought meeting your in-laws was tough, you’re in for one wild nightmare that unfolds in the most painfully awkward and hilarious way possible. Essentially, it’s a crash course in what not to do when you meet the parents.

Stream it on Amazon Prime.

Picking one of our best comedy movies for couples should be easier than seaching all of the Netflix catalog.

5. The Big Sick (2017)

This rom-com produced by Judd Apatow starring Kumail Nanjiani and Zoe Kazan, romance blossoms as cultures clash between a Pakistani comic and an American grad student.

Will his Muslim parents approve of his American girlfriend? An unexpected illness spawns a genuine closeness between two culturally diverse families. Best of all, this dynamic rom-com proves you can infuse complex issues into a delightful love story.

Free with your Amazon Prime. 

6. Office Space (1999)

Anyone who’s ever worked a soul-crushing job will relate to this black comedy. Wrapped up in a spoof on pent-up office tension is an unexpected love story of two highly dissatisfied members of the American workforce.

After a session of hypnotherapy gone wrong, Peter Gibbons is suddenly imbued with unbridled confidence, and together with his techie buddies, hatches a revenge scheme against his greedy boss and the whole of corporate America.

What happens next? Let’s just say the whole plan goes up in flames. 

Stream it on Hulu Premium or Amazon Prime.

7. Annie Hall (1977)

Annie Hall is Woody Allen’s memorable feature film and classic rom-com. A stand-up comedian explores the depths of his greatest love affair and infatuation with the infamous Annie Hall, a nightclub singer struggling to make ends meet.

Watch it for the dynamic interpretation of modern romance, and revel in the emotionally resonant filmmaking and poetic infatuation with New York City.

Stream it on Starz, Hulu, or Amazon Prime.

8. Groundhog Day (1993)

Before Will Ferrell, Saturday night live veteran Bill Murray reigned as the comedy king. Groundhog Day takes us on a redundant, hilarious journey reliving the same day over and over again. In real life, we’re getting a taste of this since COVID, but on screen, it’s much more hilarious! 

How will he break the spell and resume his old life? The answer lies in the question, teaching us that sometimes you have to make changes to move forward. 

Watch it on Amazon Prime.

9. Gentlemen Prefer Blondes (1953)

Head back to the golden age of Hollywood: the 1950s, when three knock-out showgirls climb the social ladder and tackle the dynamics of love and showbiz in a male-dominant world. 

Marilyn Monroe dazzles in this musical that made the phrase “Diamonds are A Girl’s Best Friend” an instant classic. While the societal norms have drastically evolved, this musical holds up as one of the best comedy movies of all time.

Stream it on Amazon Prime. 

10. Father of the Bride (1991)

An aging father struggles to accept that his little girl’s all grown up. Steve Martin, Diane Keaton, and Martin Short shine in this endearing story that unpacks the emotional journey of handing off a daughter to her future husband.

Along the way, the overprotective father must navigate the torrential waters of wedding planning, all while coming to terms with the fact that his baby girl isn’t a baby anymore.

It’s a heartwarming and hilarious comedy that Disney purchased film rights for the 1951 novel and franchise. You’ll laugh, you’ll tear up, and you’ll both love this heart-warming comedy classic.

Rent it on Apple TV or Amazon Prime.

11. As Good As It Gets (1997)

Veteran filmmaker James L. Brooks brings us one of the best comedy movies, As Good As It Gets. In this quirky love story, a romantic fiction writer (who couldn’t be further from a romantic) with OCD is rude, off-putting, and flat-out detestable. 

What does it take to soften a hard heart? A furry, four-legged companion and a budding romance with a patient waitress who’s growing tired of his abrasive antics. 

Jack Nicholson, Helen Hunt, and Greg Kinnear star in this offbeat, endearing story proving that even cynics aren’t immune to the powers of love.

Stream it with a Hulu Premium or Amazon Prime subscription. 

12. 50 First Dates (2004)

What do you get when a devout one-night stander wants more than one night with a woman with severe short-term memory loss? A lovely romantic comedy called 50 First Dates. 

We loved Adam Sandler and Drew Barrymore in their first-time collaboration, The Wedding Singer, and 50 First Dates unites the two stars again in the tropical, lush scenery of Hawaii.

Compelled to find a way to make Lucy (Barrymore) remember him, Henry (Sandler) pulls out all the stops to trigger her memory. 

Proving that true love means failing over and over again without quitting, 50 First Dates is the rom-com that’ll have you and your partner snuggling as you reminisce about your own love story.

Watch it on Netflix.

13. Midnight in Paris (2011)

A nostalgic look at bygone eras, Midnight in Paris is romantic and whimsical. Join screenwriter Gil Pender (Owen Wilson) as he meanders through Paris in the rain, reminiscing about the blissful past. 

If only he could live during what he deems the height of good-living: Paris in the 1920s.

By some stroke of dizzy midnight luck, Pender is swept back in time to the 1920s, where he rubs shoulders with the greats. Savoring Jazz Age nightlife, he converses with his heroes: Hemingway, Picasso, Gertrude Stein, and more iconic thought-leaders.

Along the way, he becomes enamored with a Parisian woman and less satisfied with his present life, scooping up a valuable lesson that we always crave what we can never have. How do we learn to love the present? You’ll have to watch to find out!

Rent in Amazon Prime.

14. The Graduate (1967)

Some comedy films are blatantly hilarious, while others are more reflective and thought-provoking. In the latter list is the Graduate, a subtle indie classic that quickly became a box-office hit.

Directed by Mike Nichols (who made his directorial debut with the critically acclaimed, Who’s Afraid of Virginia Woolf), The Graduate is a dark comedy-drama and dear diary entry from a bored teenager who stumbles into an affair with an older woman.

Available on HBO Max.

15. Best in Show (2000)

This outright hilarious mockumentary peels the curtain back on the quirky world of dog shows and the cutthroat contestant owners who’ll stop at nothing to bring home the win for their four-legged friends.

A spoof on real-life dog shows, Best in Show is co-written by Eugene Levy (Schitt’s Creek) and Christopher Guest (Waiting for Guffman). An all-star lineup featuring Parker Posey, Catherine O’Hara, Michael McKean, Jane Lynch, Bob Balaban, and more comprise the offbeat cast of obsessive dog-owners.

If you and your partner are looking for an eclectic comedy, Best in Show is your ticket to the most hilarious event in canine culture.

Stream it on HBO Max.

Settle In For a Hilarious Date Night with the Best Comedy Movies for Couples

Finding the best comedy movies to watch with your partner isn’t always easy, especially if they’d prefer Superbad or Shaun of the Dead while you’d rather watch Bridesmaids or Booksmart. There is no need to argue over what to watch on date night because these 15 movies meet right in the middle!

So, find a cozy spot, snuggle up, and get ready for laughs! Once you’ve picked your movie for tonight, sign up for our emails for a downloadable cheat sheet of the best movies so you can print it out and check them off with each date night.

Looking for the best comedy movies for girls night? We’ve got you covered with this list of our 22 picks you and your best friends will love!

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