Movies like Look Both Ways (2022)
The best movies like Look Both Ways (2022) are Drive Me Crazy (1999), Which Brings Me to You (2023) and A California Christmas: City Lights (2021). If Look Both Ways hooked you with its romance and drama, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedPurple Hearts (2022)8.0/10 from 2,977 votes
- NewestYoh! Bestie (2026)Released 2026
Drive Me Crazy (1999)
Nicole and Chase live next door to each other but are worlds apart. However, they plot a scheme to date each other in order to attract the interest and jealousy of their respective romantic prey. But in the mist of planning a gala centennial celebration, Nicole and Chase find that the one they always wanted was closer than they ever thought.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisWhich Brings Me to You (2023)
Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisA California Christmas: City Lights (2021)
Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisChéri (2009)
The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisBridget Jones: Mad About the Boy (2025)
Bridget Jones navigates life as a widow and single mum with the help of her family, friends, and former lover, Daniel. Back to work and on the apps, she's pursued by a younger man and maybe – just maybe – her son's science teacher.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisShag (1989)
Summer of 1963. Carson is getting married to her boyfriend so her friends Melaina, Pudge and Luanne take her to Myrtle Beach for one last irresponsible weekend.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisSidewalks of New York (2001)
The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisL.A. Without a Map (1999)
An aspiring Hollywood actress, on a visit to a charming North England town, has a brief fling with the town undertaker, who also writes obituaries for the local paper. Returning home, where she works as a waitress at a Japanese restaurant, she tells everyone about the handsome "writer" she met on her trip. Unfortunately, he decides to follow her back to Hollywood, setting up the expected light romantic comedy with asides as the newcomer gains experience about the goings on in Hollywood.
Why it matches: Recommended by TMDB viewers · both drama & comedy
SnoozefestMovies like thisFather of the Bride (2022)
A father comes to grips with his daughter’s upcoming wedding through the prism of multiple relationships within a big, sprawling Cuban-American family.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisHe Said, She Said (1991)
Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisFather of the Bride (1950)
Proud father Stanley Banks remembers the day his daughter, Kay, got married. Starting when she announces her engagement through to the wedding itself, we learn of all the surprises and disasters along the way.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisCatch and Release (2006)
For a grieving fiancée, learning to love again requires the help of her late love's three best friends.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisYou Will Meet a Tall Dark Stranger (2010)
Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisA California Christmas (2020)
With his carefree lifestyle on the line, a wealthy charmer poses as a ranch hand to get a hardworking farmer to sell her family’s land before Christmas.
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 thisHello, Goodbye, and Everything in Between (2022)
Clare and Aidan make a pact to break up before college — no regrets, no broken hearts. But will one epic goodbye date offer them a last chance at love?
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisPurple Hearts (2022)
An aspiring musician agrees to a marriage of convenience with a soon-to-deploy Marine, but a tragedy soon turns their fake relationship all too real.
Why it matches: Recommended by TMDB viewers · both romance & drama
Absolute CinemaMovies like thisSidelined 2: Intercepted (2025)
Freshman star quarterback Drayton struggles with the weight of expectations after a devastating setback, while dancer Dallas begins to question the future she thought she wanted. As their high school relationship begins to unravel under the pressures of distance and self-discovery, they’ll learn that the bravest versions of themselves emerge when they let life redirect them.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Worth the HypeMovies like thisYoh! Bestie (2026)
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisNot Easily Broken (2009)
A car accident and shifting affections test the bond between a married couple.
Why it matches: Recommended by TMDB viewers · both drama & 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 thisAmanda & Jack Go Glamping (2017)
With his marriage and career against the ropes, dejected author Jack Spencer travels with his wife, Amanda, to an isolated glamping retreat in search of a spark. When a surprise double booking finds their private retreat anything but private, Jack spins into a comedic exploration of love, lost dreams, small-town-wisdom, and friendship with a miniature donkey to get over himself before he loses all he holds dear.
Why it matches: Similar story and style · both drama & romance
New York, I Love You (2008)
New York, I Love You delves into the intimate lives of New Yorkers as they grapple with, delight in and search for love. Journey from the Diamond District in the heart of Manhattan, through Chinatown and the Upper East Side, towards the Village, into Tribeca, and Brooklyn as lovers of all ages try to find romance in the Big Apple.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like thisNot Now (2021)
Noah, an aimless college dropout, is constantly getting swept up in romances that always end in heartbreak. At work, he is paired to train Autumn, an infectious, enigmatic and fun new girl, who challenges his views on love, relationships and life.
Why it matches: Similar story and style · both drama & comedy
Ghost Town (2008)
Bertram Pincus, a cranky, people-hating Manhattan dentist, develops the unwelcome ability to see dead people. Really annoying dead people. Even worse, they all want something from him, particularly Frank Herlihy, a smooth-talking ghost, who pesters him into a romantic scheme involving his widow Gwen. They are soon entangled in a hilarious predicament between the now and the hereafter!
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
We 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
Playing It Cool (2014)
A young man meets and instantly falls in love with an engaged woman.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisTrain Man (2005)
The purportedly true story of a 23-year-old otaku (Japanese geek) who intervened when a drunk man was harassing a woman on a train. The otaku ultimately started dating with her and chronicled his event and his dates with the woman (who became known as "Hermès") on the Japanese mega-BBS 2channel.
Why it matches: Similar story and style · both comedy & romance
Christmas in the Clouds (2001)
A classic comedy of mistaken identity and romance set during the holiday season at a ski resort that is owned and operated by a Native American Nation. Shot on location at The Sundance Resort in Utah, this is the first contemporary romantic comedy to feature an almost entirely American Indian cast. The film was featured at the 2001 Sundance Film Festival.
Why it matches: Similar story and style · both romance & comedy
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Frequently asked questions
What are the best movies like Look Both Ways?
The closest matches to Look Both Ways are Drive Me Crazy (1999), Which Brings Me to You (2023) and A California Christmas: City Lights (2021). Below are 27 more, each with the reason it matches.
What should I watch after Look Both Ways?
Start with Drive Me Crazy (1999), the closest match to Look Both Ways.
What is the highest-rated movie like Look Both Ways?
Purple Hearts (2022), rated 8.0/10 by 2,977 TMDB users.
What is the newest movie like Look Both Ways?
Yoh! Bestie (2026) is the most recent release on this list.
Are there English movies like Look Both Ways?
Yes: Drive Me Crazy (1999), Which Brings Me to You (2023) and A California Christmas: City Lights (2021).
How are movies similar to Look Both Ways chosen?
First come films that Trakt’s viewers watch alongside Look Both Ways, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.