Movies like The Five-Year Engagement (2012)
The best movies like The Five-Year Engagement (2012) are Wedding Daze (2006), Friends with Benefits (2011) and Good Luck Chuck (2007). If The Five-Year Engagement hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedPlus One (2019)6.8/10 from 438 votes
- NewestThe Wedding Rule (2023)Released 2023
Wedding Daze (2006)
After losing the woman of his dreams, Anderson is convinced he'll never fall in love again. But at the urging of his best friend, he spontaneously proposes to a dissatisfied waitress named Katie and an innocent dare evolves into the kind of love that both have been looking for all along.
Why it matches: Fans watch both · both comedy & romance
SnoozefestMovies like thisFriends with Benefits (2011)
Dylan is done with relationships. Jamie decides to stop buying into the Hollywood clichés of true love. When the two become friends they decide to try something new and take advantage of their mutual attraction - but without any emotional attachment.
Why it matches: Fans watch both · both romance & comedy
Popcorn FlickMovies like thisGood Luck Chuck (2007)
Cursed since childhood, dentist Charlie Logan cannot find the right woman. Even worse, he learns that each of his ex-girlfriends finds true love with the man she meets after her relationship with him ends. Hearing of Charlie's reputation as a good-luck charm, women from all over line up for a quick tryst. But when Charlie meets the woman of his dreams, he must find a way to break the curse or risk losing her to the next man she meets.
Why it matches: Fans watch both · both comedy & romance
SnoozefestMovies like thisSleeping with Other People (2015)
Can two serial cheaters get a second chance at love? After a one-night stand in college, New Yorkers Lainey and Jake meet by chance twelve years later and discover they each have the same problem: because of their monogamy-challenged ways, neither can maintain a relationship. Determined to stay friends despite their mutual attraction, they make a pact to keep it platonic, a deal that proves easier said than done.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisAlex & the List (2018)
A quirky dog trainer embarks on a journey of self-discovery after his girlfriend presents a list of changes she believes will make him the ideal partner.
Why it matches: Fans watch both · both romance & comedy
SnoozefestMovies like thisSave the Date (2012)
After breaking up with her boyfriend, a bookstore manager resists a seemingly perfect guy's attempts to woo her.
Why it matches: Fans watch both · both comedy & romance
SnoozefestMovies like thisPlus One (2019)
Longtime single friends, Ben and Alice, agree to be each other's respective plus one at every wedding they're invited to, during a busy summer of wedding fever.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisThe Good Guy (2009)
Ambitious young Manhattanite and urban conservationist Beth wants it all: a good job, good friends, and a good guy to share the city with. Of course that last one is often the trickiest of all. Beth falls hard for Tommy, a sexy, young Wall Street hot-shot. But just as everything seems to be falling into place, complications arise in the form of Tommy's sensitive and handsome co-worker Daniel. Beth soon learns that the game of love in the big city is a lot like Wall Street -- high risk, high reward and everybody has an angle.
Why it matches: Fans watch both · both comedy & romance
SnoozefestMovies like thisThe Wedding Rule (2023)
Former childhood friends are bequeathed a restaurant where they met as teens on one condition: they must be married to claim the inheritance. Both single, the race is on to find the "one" but sometimes it can be right in front of you.
Why it matches: Fans watch both · both romance & comedy
27 Dresses (2008)
Altruistic Jane finds herself facing her worst nightmare as her younger sister announces her engagement to the man Jane secretly adores.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisThe Ugly Truth (2009)
A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisGood on Paper (2021)
After years of putting her career ahead of love, stand-up comic Andrea Singer has stumbled upon the perfect guy. On paper, he checks all the boxes, but is he everything he appears to be?
Why it matches: Fans watch both · both comedy & romance
SnoozefestMovies like thisI Love You, Man (2009)
Peter Klaven is a successful real estate agent who, upon getting engaged to the woman of his dreams, Zooey, discovers, to his dismay and chagrin, that he has no male friend close enough to serve as his Best Man. Peter immediately sets out to rectify the situation, embarking on a series of bizarre and awkward "man-dates."
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisTrainwreck (2015)
Ever since her father drilled into her head that monogamy isn't realistic, magazine writer Amy has made promiscuity her credo. As much as she enjoys an uninhibited life free of commitment, Amy is really in a rut. While writing a profile about charming and successful sports doctor Aaron Conners, she finds herself actually falling in love for the first time -- and what's more, Aaron seems to really like her too. Amy starts to wonder if it's time to clean up her act and face her fears.
Why it matches: Fans watch both · both comedy & romance
SnoozefestMovies like thisPlaying It Cool (2014)
A young man meets and instantly falls in love with an engaged woman.
Why it matches: Fans watch both · both comedy & romance
SnoozefestMovies like thisThe Best Man (2005)
When writer's block derails the literary dreams of Olly Pickering, he has to move in with his friend Murray after losing all his money. Things start to look up when Olly's college pal James asks him to be the best man at his wedding. Prior to the nuptials, Olly is drawn to a woman whom he thinks is the bride's sister -- only she turns out to be the bride, Sarah. Can Murray, who dislikes James, help get Sarah and Olly together?
Why it matches: Fans watch both · both comedy & romance
SnoozefestMovies like thisWhat If (2014)
Medical-school dropout Wallace has been repeatedly burned by bad relationships. So while everyone around him, including his roommate Allan, seems to be finding the perfect partner, Wallace decides to put his love life on hold. It is then that he meets Chantry, an animator who lives with her longtime boyfriend Ben. Wallace and Chantry form an instant connection, striking up a close friendship. Still, there is no denying the chemistry between them, leading the pair to wonder, what if the love of your life is actually your best friend?
Why it matches: Fans watch both · both drama & comedy
Popcorn FlickMovies like thisBride Wars (2009)
Two best friends become rivals when their respective weddings are accidentally booked for the same day.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisThat Awkward Moment (2014)
Best pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gladly welcome him back into their circle. The three young men make a pact to have fun and avoid commitment. However, when all three find themselves involved in serious relationships, they must keep their romances secret from one another.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisThe Back-Up Plan (2010)
When Zoe tires of looking for Mr. Right, she decides to have a baby on her own. But on the day she's artificially inseminated, she meets Stan, who seems to be just who she's been searching for all her life. Now, Zoe has to figure out how to make her two life's dreams fit with each other.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisWedding Crashers (2005)
John and his buddy Jeremy are emotional criminals who know how to use a woman's hopes and dreams for their own carnal gain. Their modus operandi: crashing weddings. Normally, they meet guests who want to toast the romantic day with a random hook-up. But when John meets Claire, he discovers what true love – and heartache – feels like.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisThe Wedding Planner (2001)
San Francisco's premiere wedding planner, Mary Fiore is rescued from an accident by the man of her dreams, pediatrician Steve Edison, only to find he is the fiancé of her latest client. As Mary continues making their wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.
Why it matches: Fans watch both · both comedy & romance
SnoozefestMovies like thisThe Wedding Date (2005)
With the wedding of her younger sister fast approaching, Kat Ellis faces the undesirable prospect of traveling alone to London for the ceremony. While this is bad enough, Jeffrey, the man who left her as they moved closer to marriage, happens to be the groom's best man. Determined to show everyone -- most of all Jeffrey -- that her romantic life is as full and thrilling as ever, Kat hires a charming male escort as her date.
Why it matches: Fans watch both · both romance & comedy
Popcorn FlickMovies like thisThe Switch (2010)
Kassie is a smart, fun-loving single woman who, despite her neurotic best friend Wally’s objections, decides it’s time to have a baby – even if it means doing it herself… with a little help from a charming sperm donor. But, unbeknownst to her, Kassie’s plans go awry because of a last-minute switch that isn’t discovered until seven years later… when Wally gets acquainted with Kassie’s cute, though slightly neurotic, son.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisThe Wedding Year (2019)
A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.
Why it matches: Fans watch both · both comedy
SnoozefestMovies like thisBridesmaids (2011)
Annie's life is a mess. But when she finds out her lifetime best friend is engaged, she simply must serve as Lillian's maid of honor. Though lovelorn and broke, Annie bluffs her way through the expensive and bizarre rituals. With one chance to get it perfect, she’ll show Lillian and her bridesmaids just how far you’ll go for someone you love.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisBaby Mama (2008)
A successful, single businesswoman who dreams of having a baby discovers she is infertile and hires a working class woman to be her unlikely surrogate.
Why it matches: Fans watch both · both comedy & romance
Popcorn FlickMovies like thisSomething Borrowed (2011)
Though Rachel is a successful attorney and a loyal, generous friend, she is still single. After one drink too many at her 30th-birthday celebration, Rachel unexpectedly falls into bed with her longtime crush, Dex -- who happens to be engaged to her best friend, Darcy. Ramifications of the liaison threaten to destroy the women's lifelong friendship, while Ethan, Rachel's confidant, harbors a potentially explosive secret of his own.
Why it matches: Fans watch both · both comedy & drama
Popcorn FlickMovies like thisMy Best Friend's Girl (2008)
Lovestruck Dustin is dating Alexis, his ideal girlfriend, but when she dumps him for coming on too strong, Dustin takes drastic measures to win her back. He asks his best friend Tank to take her on the worst rebound date imaginable - his side job - so that she will come running back to him, and Tank reluctantly agrees. However, Alexis is more than a match for Tank's shock tactics and he begins to really fall for her, leaving him torn between loyalty to Dustin and his growing attraction toward Alexis.
Why it matches: Fans watch both · both romance & comedy
SnoozefestMovies like thisFriends with Kids (2012)
In the wake of their friends' marriages and eventual offspring, longtime pals Julie and Jason decide to have a child together without becoming a couple. By becoming "time-share" parents, they reason, they can experience the joys of parenthood without significantly curbing their personal freedom. However, when Julie and Jason both become involved with others, they discover that they secretly harbor romantic feelings for each other.
Why it matches: Fans watch both · both comedy & drama
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Frequently asked questions
What are the best movies like The Five-Year Engagement?
The closest matches to The Five-Year Engagement are Wedding Daze (2006), Friends with Benefits (2011) and Good Luck Chuck (2007). Below are 27 more, each with the reason it matches.
What should I watch after The Five-Year Engagement?
People who watched The Five-Year Engagement most often go on to Wedding Daze (2006), Friends with Benefits (2011) and Good Luck Chuck (2007).
What is the highest-rated movie like The Five-Year Engagement?
Plus One (2019), rated 6.8/10 by 438 TMDB users.
What is the newest movie like The Five-Year Engagement?
The Wedding Rule (2023) is the most recent release on this list.
Are there English movies like The Five-Year Engagement?
Yes: Wedding Daze (2006), Friends with Benefits (2011) and Good Luck Chuck (2007).
How are movies similar to The Five-Year Engagement chosen?
First come films that Trakt’s viewers watch alongside The Five-Year Engagement, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.