Movies like On the Sunny Side (1962)
The best movies like On the Sunny Side (1962) are Cover Girl (1944), The Tao of Steve (2000) and Nightlife (2020). If On the Sunny Side hooked you with its music and comedy, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks
- Highest rated¿Quieres ser mi hijo? (2023)8.4/10 from 378 votes
- NewestPlayers (2024)Released 2024
- In GermanNightlife (2020)Also in German
Cover Girl (1944)
A nightclub dancer makes it big in modeling, leaving her dancer boyfriend behind.
Why it matches: Recommended by TMDB viewers · both music & comedy
Popcorn FlickMovies like thisThe Tao of Steve (2000)
In college, Dex was the big man on campus. Ten years later, now an overweight kindergarten teacher, Dex is immune to the shocked stares of the women who were once his conquests. While trying to pick up the bartender, he is struck by the gorgeous Syd. Through a series of circumstances, Syd and Dex are thrown together and he soon finds himself questioning his belief in all things Steve.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisNightlife (2020)
Milo works as a bartender in Berlin and one night gets to know his dream woman Sunny through a series of coincidences. The two meet for a date, but the perfect romantic evening so far.
Why it matches: Recommended by TMDB viewers · both comedy & romance
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 thisMy Fake Boyfriend (2022)
A young man in a tricky situation follows the advice of his unconventional best friend and uses social media to create a fake boyfriend to keep his awful ex-lover out of his life. But everything backfires when he meets the real love of his life, and breaking up with his fake boyfriend proves hard to do.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like this¿Quieres ser mi hijo? (2023)
Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Absolute CinemaMovies like thisDean (2016)
A comedy about loss, grief, and the redemptive power of love. Dean is a NY illustrator who falls hard for an LA woman while trying to prevent his father from selling the family home in the wake of his mother's death.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisDesperados (2020)
A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisWhere Is Fred? (2006)
In order to catch a basketball from the favorite team of his girlfriend's spoiled son, Fred poses as a numb, wheelchair-bound fan. But when he catches the ball, he also catches the attention of young, attractive filmmaker Denise, who wants to feature an invalid fan in an image film for the team. Fred has to keep playing his role, while real invalid and really furious fan Ronny might call his bluff at any moment. Worse, still, love sets in...
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSex Appeal (2022)
Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisCuban Fury (2014)
Beneath Bruce Garrett's under-confident, overweight exterior, the passionate heart of a salsa king lies dormant. Now, one woman is about to reignite his Latin fire.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisMr. Jealousy (1998)
After his first date at age 15 ended with the girl making out with another man at a party, aspiring writer Lester Grimm has treated all his girlfriends with jealousy and suspicion. While dating Ramona Ray, paranoia gets the best of him when he discovers that her most recent ex is successful novelist Dashiell Frank. Lester begins attending the same group therapy sessions as Dashiell to learn about Ramona's past with him.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisPlayers (2024)
New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisDinner in America (2022)
An on-the-lam punk rocker and a young woman obsessed with a local band go on an unexpected and epic journey together through the decaying suburbs of the American Midwest.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Worth the HypeMovies like thisThe List (2023)
After her fiance sleeps with a celebrity on his free pass list, Abby Meyers, with nothing but five names and a fantasy shared by millions, sets out for Los Angeles to sleep with someone from hers.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies 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 · both comedy & romance
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 · both comedy & romance
Popcorn FlickMovies like thisMy Sassy Girl (2008)
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisHow I Got Into College (1989)
High school senior Marlon Bowne is smitten with overachieving classmate Jessica Kailo. But, if he wants to have a shot with her, he'll have to find a way to get into Ramsey College, Jessica's top choice of schools. It won't be easy, since the college is highly selective and Marlon's grades are hardly impressive. That means the lovelorn teen will have to find a way to score high on the SATs and win over the college admissions committee.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSteve Martin and Martin Short: An Evening You Will Forget for the Rest of Your Life (2018)
Comedians and writers Steve Martin and Martin Short perform a live comedy set with music by The Steep Canyon Rangers and jazz pianist, Jeff Babko, at the Peace Center in Greenville, South Carolina.
Why it matches: Recommended by TMDB viewers · both comedy & music
Popcorn FlickMovies like this
Like On the Sunny Side and something else?
Blend two favourites and we’ll find the films in between.
Frequently asked questions
What are the best movies like On the Sunny Side?
The closest matches to On the Sunny Side are Cover Girl (1944), The Tao of Steve (2000) and Nightlife (2020). Below are 17 more, each with the reason it matches.
What should I watch after On the Sunny Side?
Start with Cover Girl (1944), the closest match to On the Sunny Side.
What is the highest-rated movie like On the Sunny Side?
¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.
What is the newest movie like On the Sunny Side?
Players (2024) is the most recent release on this list.
Are there German movies like On the Sunny Side?
Yes: Nightlife (2020) and Where Is Fred? (2006).
How are movies similar to On the Sunny Side chosen?
First come films that Trakt’s viewers watch alongside On the Sunny Side, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.



















