Movies like How To Date Again
The best movies like How To Date Again are Play It Again, Sam (1972), What's Your Number? (2011) and Crossing Delancey (1988). If How To Date Again hooked you, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedPlay It Again, Sam (1972)7.5/10 from 670 votes
- NewestAli Wong: Single Lady (2024)Released 2024
Play 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
Worth the HypeMovies like thisWhat's Your Number? (2011)
Ally Darling is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96 percent of women who've been with 20 or more lovers are unlikely to find a husband. Determined to turn her life around and prove the article wrong, Ally embarks on a mission to find the perfect mate from among her numerous ex-boyfriends.
Why it matches: Recommended by TMDB viewers
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
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
Worth the HypeMovies like thisStarting Over (1979)
After divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisLove Hard (2021)
An LA girl, unlucky in love, falls for an East Coast guy on a dating app and decides to surprise him for Christmas, only to discover that she's been catfished. But the object of her affection actually lives in the same town, and the guy who duped her offers to set them up if she pretends to be his own girlfriend for the holidays.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies 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
Popcorn FlickMovies like thisCarrie Pilby (2017)
Awkward, isolated and disapproving of most of the people around her, a precocious 19-year-old genius is challenged to put her convictions to the test by venturing out on to the NYC dating scene.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAli Wong: Single Lady (2024)
After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisBye Bye Love (1995)
With varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has a shaky bond with his teen daughter, Emma. Dave, meanwhile, has an enviable problem -- he has more dates than he can handle. As they confront their post-marital challenges, the men take solace in one another's plights.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisHow to Be Single (2016)
New York City is full of lonely hearts seeking the right match, and what Alice, Robin, Lucy, Meg, Tom and David all have in common is the need to learn how to be single in a world filled with ever-evolving definitions of love.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAbout Last Night (2014)
Bernie and Joan are two fiery flirters who are passionate about everything from hookups to breakups and each other. When he sets up his best friend, Danny, with her roommate, Debbie, the sparks soon fly as they try to navigate the relationship minefields from the bar to the bedroom and are eventually put to the test in the real world.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisUnder the Tuscan Sun (2003)
Frances Mayes, a 35-year-old professor and writer from San Francisco, decides to take a tour of Tuscany following a difficult divorce. After impulsively buying a run-down villa in the Italian countryside, she begins to piece her life back together in unexpected ways.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisI Want You Back (2022)
Peter and Emma thought they were on the precipice of life’s biggest moments – marriage, kids, and houses in the suburbs – until their respective partners dumped them. Horrified to learn that the loves of their lives have already moved on, Peter and Emma hatch a hilarious plan to win back their exes with unexpected results.
Why it matches: Recommended by TMDB viewers
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
Worth the HypeMovies like thisWhatever Works (2009)
Whatever Works explores the relationship between a crotchety misanthrope, Boris and a naïve, impressionable young runaway from the south, Melody. When Melody's uptight parents arrive in New York to rescue her, they are quickly drawn into wildly unexpected romantic entanglements. Everyone discovers that finding love is just a combination of lucky chance and appreciating the value of "whatever works."
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisHolidate (2020)
Fed up with being single on holidays, two strangers agree to be each other's platonic plus-ones all year long, only to catch real feelings along the way.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like thisStagecoach (1966)
A group of unlikely travelling companions find themselves on the same stagecoach to Cheyenne. They include a drunken doctor, a bar girl who's been thrown out of town, a professional gambler, a travelling liquor salesman, a banker who has decided to embezzle money, a gun-slinger out for revenge and a young woman going to join her army captain husband. All have secrets but when they are set upon by an Indian war party and then a family of outlaws, they find they must all work together if they are to stay alive.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisAutumn Dreams (2015)
With plans to leave their small town, teenage loves Annie and Ben elope. Their big city plans are halted, though, when Annie's parents have the marriage annulled. Ben moves to New York, while Annie stays in Iowa to help her family. Fifteen years later, both engaged to their respective fiancés, the two discover that their annulment was never finalized. They reunite to make their divorce legal, but begin to reminisce about what could have been. When romantic feelings resurface, Annie and Ben must decide if their past love could be the love of their future.
Why it matches: Recommended by TMDB viewers
Popcorn FlickMovies like thisDìdi (弟弟) (2024)
In 2008, during the last month of summer before high school begins, an impressionable 13-year-old Taiwanese American boy learns what his family can't teach him: how to skate, how to flirt, and how to love your mom.
Why it matches: Recommended by TMDB viewers
Worth the HypeMovies like this
Like How To Date Again and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like How To Date Again?
The closest matches to How To Date Again are Play It Again, Sam (1972), What's Your Number? (2011) and Crossing Delancey (1988). Below are 17 more, each with the reason it matches.
What should I watch after How To Date Again?
Start with Play It Again, Sam (1972), the closest match to How To Date Again.
What is the highest-rated movie like How To Date Again?
Play It Again, Sam (1972), rated 7.5/10 by 670 TMDB users.
What is the newest movie like How To Date Again?
Ali Wong: Single Lady (2024) is the most recent release on this list.
Are there English movies like How To Date Again?
Yes: Play It Again, Sam (1972), What's Your Number? (2011) and Crossing Delancey (1988).
How are movies similar to How To Date Again chosen?
First come films that Trakt’s viewers watch alongside How To Date Again, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.