Movies like Second Guessing Fate (2025)
The best movies like Second Guessing Fate (2025) are As Luck Would Have It (2021), Prom Pact (2023) and You Cast A Spell On Me (2015). If Second Guessing Fate hooked you with its romance and comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedTo All the Boys I've Loved Before (2018)7.6/10 from 8,811 votes
- NewestRelationship Goals (2026)Released 2026
As Luck Would Have It (2021)
When Lindsey travels to Ireland to acquire land that is perfect for a resort, she decides to enter the town's matchmaking festival to prove her investment—and win over a handsome local.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisProm Pact (2023)
It's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts tutoring basketball all-star Graham, she must re-evaluate whether her dream school is worth the cost of everything she believes in.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisYou Cast A Spell On Me (2015)
Despite agreeing to an arranged marriage to a childhood friend, a successful businessman tries to track down a beautiful woman that he met at a Halloween party.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisAll Things Valentine (2016)
Avery, a blogger with a string of disappointing Valentine’s Days, is ready to give up on love when she meets handsome veterinarian Brenden. When Avery finds out Brenden blames his recent break up on her blog and is the one leaving her angry comments, she begins to question whether the bond they’ve began to build is a true love story or yesterday’s news.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisA Christmas Miracle for Daisy (2021)
Whitney Alder owns interior design firm Marietta Designs, which she runs with her friend Andi in the small town of Marietta, Montana. Whitney is designing Santa’s float for the annual Marietta Christmas Parade when a potential job opportunity comes her way: the full redesign of a landmark home by Christmas Eve.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisHer Pen Pal (2021)
Event planner Victoria can’t wait to attend –- and plan –- her best friend’s wedding in Paris. But when she finds out her ex is bringing a date, Victoria reconnects with her French childhood pen pal.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisMy Favorite Wedding (2017)
Potential Northwestern fellow Tess Harper lasers through her best friend's wedding planning like the star doctor she hopes to soon become. In fact, Tess puzzles through any problem - provided it's not her own. When she meets divorce lawyer and groom's best friend, Michael, Tess maneuvers around him like a gurney in the emergency room until she discovers this best man has a few moves of his own.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisNearlyweds (2013)
Revolves around three friends who have dream weddings only to find out that the pastor who married them failed to complete the key paperwork required to make them official.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisChristmas on Windmill Way (2023)
Mia Meijer gets ready for the Christmas Market Dutch Bake-Off and suspects that her grandmother, Ann, will walk away with the cherished Golden Rolling Pin thanks to her Kerststol, a traditional Dutch fruited Christmas bread. But Mia's world is rocked when she learns that Ann was having financial troubles and had to sell the land deed to the Windmill Way property in her family for generations. Making matters worse, the buyer is Mia's former boyfriend, property developer Brady Schaltz, who must let Mia and Ann know the Meijer family-owned heritage Dutch sawmill, renowned for the past 90 years for its fine millwork and beautiful wooden furniture, will be torn down to put up a luxurious resort.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisHow to Fall in Love (2012)
An accountant, who never quite grew out of his awkward teenage years, finds himself with a dating coach - she happens to be his high school crush as well. Thanks to his coach, he gets a pretty woman he has his sights on for some time, but realizes they are incompatible. Meanwhile, his dating lessons with his teenage crush reawaken old feelings. Not realizing the feelings are mutual, he finds himself unable to act on them due to his fear of being rejected by the one he truly loves.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Wrong Paris (2025)
Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisLove, Weddings & Other Disasters (2020)
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisRelationship Goals (2026)
When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her priorities.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Incredible Jessica James (2017)
Burned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisCrossing Delancey (1988)
Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisLong Weekend (2021)
Bart's chance encounter with the enigmatic Vienna leads to a whirlwind weekend together. The two fall fast and hard, but both carry secrets that could be their undoing or the chance for a fresh start.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisLove in the Forecast (2020)
After swearing off dating for a full year, Leah quickly learns her new commitment has made her a magnet for men.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisLove by Chance (2016)
Claire, an ambitious pastry chef, is busy running her new restaurant, but her meddling mom is preoccupied with her lack of love life. Without her knowledge, Claire’s mother finds her the perfect man, but when Claire finds out it wasn’t fate that brought them together, it could ruin the relationship.
Why it matches: Recommended by TMDB viewers · both romance
SnoozefestMovies like thisAbout Fate (2022)
Two strangers believe in love but never seem to be able to find its true meaning. In a wild twist of events, fate puts each in the other's path on one stormy New Year's Eve.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Worth the HypeMovies like thisPlay It Again, Sam (1972)
A neurotic film critic obsessed with the movie Casablanca attempts to get over his wife leaving him by dating again with the help of a married couple and his illusory idol, Humphrey Bogart.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisEmma (1996)
Emma Woodhouse is a congenial young lady who delights in meddling in other people’s affairs. She is perpetually trying to unite men and women who are utterly wrong for each other. Despite her interest in romance, Emma is clueless about her own feelings, and her relationship with gentle Mr. Knightley.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisA French Pursuit (TBA)
Zoe Turner, an unconventional and lively British art teacher, falls head over heels for fellow rebel spirit Jean-Louis. But when their plans for a romantic getaway are dashed, she’s heartbroken. Zoe thus embarks on a daring pursuit of Jean-Louis in the picturesque Cévennes deep in the South of France. Accompanied by the determined donkey Napoleon, Zoe grapples with the absurdities and challenges of their journey. Along the way, they encounter new friends and perils that draw them closer, prompting Zoe to reevaluate her priorities, confront her life choices, and rediscover her joie de vivre.
Why it matches: Similar story and style · both comedy & romance
To All the Boys I've Loved Before (2018)
Lara Jean's love life goes from imaginary to out of control when her secret letters to every boy she's ever fallen for are mysteriously mailed out.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisWe Love You, Sally Carmichael! (2017)
Readers across the world are in love with author Sally Carmichael's series of romance novels that chronicle the epic love story between a human girl and a merman. But no one knows that Sally Carmichael is really Simon Hayes, a bitter, serious novelist - and Simon would like to keep it that way. When he is forced to meet a movie star about the movie adaptation, his life of anonymity starts to crumble.
Why it matches: Similar story and style · both romance & comedy
Nick and Norah's Infinite Playlist (2008)
Nick cannot stop obsessing over his ex-girlfriend, Tris, until Tris' friend Norah suddenly shows interest in him at a club. Thus begins an odd night filled with ups and downs as the two keep running into Tris and her new boyfriend while searching for Norah's drunken friend, Caroline, with help from Nick's band mates. As the night winds down, the two have to figure out what they want from each other.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisFour Christmases (2008)
Brad and Kate have made something of an art form out of avoiding their families during the holidays, but this year their foolproof plan is about go bust -- big time. Stuck at the city airport after all departing flights are canceled, the couple is embarrassed to see their ruse exposed to the world by an overzealous television reporter. Now, Brad and Kate are left with precious little choice other than to swallow their pride and suffer the rounds.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisWould You Still Love Me? (2023)
A romantic picnic takes an unexpected turn.
Why it matches: Similar story and style · both romance
Emil of Lonneberga (1971)
Emil Svensson lives with his mother and father, little sister Ida, farmhand Alfred, and maid Lina on a picturesque farm in Småland. He is an unusually lively little boy, who just can't resist trying out every whim that enters into his white-haired head. Always with the best intentions in mind, because he is a good-hearted child, but often with catastrophic results, especially for his short-tempered father. As a result, Emil spends a lot of quality time in the wood shed carving wood figurines and waiting for Anton's temper to cool down. And the father's patience is certainly tried, as Emil gets his head stuck in the family's only soup bowl, hoists little Ida up the flag pole, and arranges a lavish Christmas party for the poor.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisNew Mischief by Emil (1972)
Emil's reputation for being a troublemaker makes the Svensson family's neighbours take up a collection for sending the boy off to America. But even if he among other unfortunate mishaps causes his father to get stuck in the outhouse window and get bitten by crawfish, all is forgotten when he skillfully wins the family a free horse. And when Alfred the farmhand gets seriously ill, Emil puts his own life on the line, venturing into a snow storm to get his best friend to a doctor before it is too late.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisEmil and the Piglet (1973)
Nursing a piglet back to life because it's the runt of the litter earns Emil a friend for life.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Second Guessing Fate?
The closest matches to Second Guessing Fate are As Luck Would Have It (2021), Prom Pact (2023) and You Cast A Spell On Me (2015). Below are 27 more, each with the reason it matches.
What should I watch after Second Guessing Fate?
Start with As Luck Would Have It (2021), the closest match to Second Guessing Fate.
What is the highest-rated movie like Second Guessing Fate?
To All the Boys I've Loved Before (2018), rated 7.6/10 by 8,811 TMDB users.
What is the newest movie like Second Guessing Fate?
Relationship Goals (2026) is the most recent release on this list.
Are there English movies like Second Guessing Fate?
Yes: As Luck Would Have It (2021), Prom Pact (2023) and You Cast A Spell On Me (2015).
How are movies similar to Second Guessing Fate chosen?
First come films that Trakt’s viewers watch alongside Second Guessing Fate, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.