Movies like The Date Whisperer (2023)
The best movies like The Date Whisperer (2023) are Christmas at the Drive-In (2022), Prom Pact (2023) and Chance at Romance (2013). If The Date Whisperer 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 ratedThe Big Lebowski (1998)7.9/10 from 12,809 votes
- NewestThe Wrong Paris (2025)Released 2025
Christmas at the Drive-In (2022)
Sadie Walker is starting over in her hometown of Chesterfield, New York, following a series of major life disruptions that include leaving her law practice after losing her biggest case and no longer being engaged.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies 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 thisChance at Romance (2013)
Samantha Hart is delighted when her online "Chance at Romance" to photographer Heath Madsen eventually results in Heath sending her a first class ticket to visit. Upon arriving for what she expects to be a romantic weekend, however, she learns her online relationship with the widowed photographer was actually manufactured a matchmaking twelve year-old. Sam is anxious to end her trip as quickly as possible, but a nasty bout of weather extends her stay through the end of the week.
Why it matches: Recommended by TMDB viewers · both comedy & romance
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 thisAs 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 thisNever Kiss a Man in a Christmas Sweater (2020)
Single mom Maggie is facing Christmas alone until Lucas crashes into her life and becomes an unexpected house guest. Together they overcome Christmas while finding comfort in their growing bond.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisA Christmas Melody (2015)
Kristin has just had to close her small Manhattan clothing boutique to return to her Ohio home town and live in her parents' former home. It's an adjustment for Kristin and her young daughter— especially when she runs into her former high school rival. Kristen and Emily struggle to find their new normal with the help of the hunky local music teacher.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisA Prince in Paradise (2023)
Olivia, struggling with writer's block after a break up, takes a tropical holiday in hope of some inspiration and meets Prince Alexander, who needs some distance from his duty to marry royalty.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Worth the HypeMovies like thisIt Takes Two (1995)
Identical 9-year-olds from very different backgrounds: orphaned Amanda and wealthy Alyssa meet at summer camp and decide to switch places -- and play matchmaker between Alyssa's dad, Roger, and the kind social worker who cares for Amanda.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisBecause I Said So (2007)
In an effort to prevent family history from repeating itself, meddlesome mom Daphne Wilder attempts to set up her youngest daughter, Milly, with Mr. Right. Meanwhile, her other daughters try to keep their mom's good intentions under control.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisThe Woman in Red (1984)
When a happily married family man, who would never consider an affair, meets a beautiful woman in red, he is totally infatuated and desperate to make her acquaintance. However, as he tries out various schemes to sneak out to meet her, he realizes that adultery is not quite as easy as it looks.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisOne Fine Day (1996)
Melanie Parker, an architect and mother of Sammy, and Jack Taylor, a newspaper columnist and father of Maggie, are both divorced. They meet one morning when overwhelmed Jack is left unexpectedly with Maggie and forgets that Melanie was to take her to school. As a result, both children miss their school field trip and are stuck with the parents. The two adults project their negative stereotypes of ex-spouses on each other, but end up needing to rely on each other to watch the children as each must save his job. Humor is added by Sammy's propensity for lodging objects in his nose and Maggie's tendency to wander.
Why it matches: Recommended by TMDB viewers · both romance & comedy
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 thisThink Like a Man (2012)
The balance of power in four couples’ relationships is upset when the women start using the advice in Steve Harvey’s book, Act Like A Lady, Think Like A Man, to get more of what they want from their men. When the men realize that the women have gotten a hold of their relationship “playbook,” they decide that the best defense is a good offense and come up with a plan to use this information to their advantage.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisClueless (1995)
Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her success, she decides to give hopelessly klutzy new student Tai a makeover. When Tai becomes more popular than she is, Cher realizes that her disapproving ex-stepbrother was right about how misguided she was -- and falls for him.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies 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 thisChristmas Getaway (2017)
When a reservation mix-up at a mountain resort forces a newly-single travel writer to share a cabin with a handsome widower and his precocious daughter over the holidays, their lives are transformed by the magic of Christmas and the unexpected power of love.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisMust Love Dogs (2005)
Sarah Nolan is a newly divorced woman cautiously rediscovering romance with the enthusiastic but often misguided help of her well-meaning family. As she braves a series of hilarious disastrous mismatches and first dates, Sarah begins to trust her own instincts again and learns that, no matter what, it's never a good idea to give up on love.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisA Christmas Prince: The Royal Baby (2019)
Christmas brings the ultimate gift to Aldovia: a royal baby. But first, Queen Amber must help her family and kingdom by finding a missing peace treaty.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisCasper Meets Wendy (1998)
When a warlock threatens Wendy the Good Little Witch, she and her aunts hide out at a resort where Casper the Ghost is vacationing with his uncles. Although Casper and Wendy are told ghosts and witches don't get along, the two are kindred spirits! This spooky family-friendly adventure finds Casper and Wendy bridging the ghost-witch divide to battle the warlock who is intent on destroying Wendy.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisPretty Woman (1990)
Vivian is a carefree, streetwise diamond in the rough when she meets sophisticated billionaire Edward in a chance encounter that turns into a week-long business arrangement. But Vivian's energetic spirit challenges Edward's no-nonsense approach to life, and soon they are teaching each other – and falling in love!
Why it matches: Similar story and style · both romance & comedy
Worth the HypeMovies like thisGarden State (2004)
Andrew returns to his hometown for his mother’s funeral, a journey that reconnects him with old friends. The trip coincides with his decision to stop taking his powerful antidepressants. A chance meeting with Sam—a girl also struggling with various maladies—opens up the possibility of rekindling emotional connections, confronting his psychologist father, and perhaps beginning a new life.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisSaving Silverman (2001)
A pair of buddies conspire to save their best friend from marrying the wrong woman, a cold-hearted beauty who snatches him from them and breaks up their Neil Diamond cover band.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisBarfly (1987)
Downtrodden writer Henry and distressed goddess Wanda aren't exactly husband and wife: they're wedded to their bar stools. But, they like each other's company—and Barfly captures their giddy, gin-soaked attempts to make a go of life on the skids.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisThe Birdcage (1996)
A gay cabaret owner and his drag queen partner agree to put up a false heterosexual front so that their son can introduce them to his fiancée's conservative parents.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisMystic Pizza (1988)
Three teenage girls come of age while working at a pizza parlor in Mystic, Connecticut.
Why it matches: Similar story and style · both romance & comedy
Popcorn FlickMovies like thisBeverly Hills Cop (1984)
Fast-talking, quick-thinking Detroit street cop Axel Foley has bent more than a few rules and regs in his time, but when his best friend is murdered, he heads to sunny Beverly Hills to work the case like only he can.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisBeverly Hills Cop II (1987)
Axel Foley returns to the land of sunshine and palm trees to investigate the near-fatal shooting of police Captain Andrew Bogomil. With the help of Sgt. Taggart and Det. Rosewood, they soon uncover that the shooting is associated with a series of "alphabet" robberies masterminded by a heartless weapons kingpin—and the chase is on.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisFour Rooms (1995)
It's Ted the Bellhop's first night on the job...and the hotel's very unusual guests are about to place him in some outrageous predicaments. It seems that this evening's room service is serving up one unbelievable happening after another.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisThe Big Lebowski (1998)
Jeffrey 'The Dude' Lebowski, a Los Angeles slacker who only wants to bowl and drink White Russians, is mistaken for another Jeffrey Lebowski, a wheelchair-bound millionaire, and finds himself dragged into a strange series of events involving nihilists, adult film producers, ferrets, errant toes, and large sums of money.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like The Date Whisperer?
The closest matches to The Date Whisperer are Christmas at the Drive-In (2022), Prom Pact (2023) and Chance at Romance (2013). Below are 27 more, each with the reason it matches.
What should I watch after The Date Whisperer?
Start with Christmas at the Drive-In (2022), the closest match to The Date Whisperer.
What is the highest-rated movie like The Date Whisperer?
The Big Lebowski (1998), rated 7.9/10 by 12,809 TMDB users.
What is the newest movie like The Date Whisperer?
The Wrong Paris (2025) is the most recent release on this list.
Are there English movies like The Date Whisperer?
Yes: Christmas at the Drive-In (2022), Prom Pact (2023) and Chance at Romance (2013).
How are movies similar to The Date Whisperer chosen?
First come films that Trakt’s viewers watch alongside The Date Whisperer, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.