Movies Like Head Over Heels

If you liked Head Over Heels (2026), a romance and comedy movie directed by Dal Jenkins, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Love, Weddings & Other Disasters (2020)
★ 6/10Also romance and comedy
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
2
Yoh! Bestie (2026)
★ 6.3/10Also romance and comedy
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.
3
Relationship Goals (2026)
★ 6.4/10Also romance and comedy
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…
4
Easy Virtue (2008)
★ 6.5/10Also comedy and romance
A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.
5
Little Italy (2018)
★ 6.6/10Also comedy and romance
Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?
6
Wedding Season (2022)
★ 6.3/10Also romance and comedy
Pressured by their immigrant parents to find spouses, two Indian-Americans pretend to date in order to survive a summer of weddings – but find themselves falling for each other as they struggle to balance who they are…
7
Boot Camp (2024)
★ 6.2/10Also romance and comedy
Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.
8
Good Advice (2001)
★ 5.9/10Also comedy and romance
An investment banker loses everything and must discover what's really important in life.
9
The Kissing Booth 2 (2020)
★ 7.6/10Also comedy and romance
With college decisions looming, Elle juggles her long-distance romance with Noah, changing relationship with bestie Lee and feelings for a new classmate.
10
Speechless (1994)
★ 6/10Also romance and comedy
In the midst of election season in New Mexico, political speechwriters Julia Mann and Kevin Vallick begin a romance, unaware they are working for candidates on opposite sides.
11
The Wrong Paris (2025)
★ 6.7/10Also romance and comedy
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.
12
Only the Lonely (1991)
★ 6.2/10Also comedy and romance
Danny Muldoon, a Chicago policeman, still lives with his overbearing mother Rose. He meets and falls in love with Theresa Luna, whose father owns the local funeral parlour. Naturally, his mother objects to the…
13
Hollywood Stargirl (2022)
★ 6.6/10Also comedy and romance
When Stargirl's mother is hired as the costume designer on a movie, they relocate to L.A., where Stargirl quickly becomes involved with an eclectic assortment of characters.
14
Two of a Kind (1983)
★ 6.1/10Also comedy and romance
God has had enough of the bad behavior and attitude of humankind, and has decided to start it all over. It is up to a struggling inventor and a bank teller, both with very amateur criminal minds, to save the world by…
15
Whisky Galore (2016)
★ 5.9/10Also romance and comedy
The story of the inhabitants of the isolated Scottish island of Todday, in the Outer Hebrides, where gloom sets in as their wartime rationing of whisky runs out. When cargo ship the SS Cabinet Minister runs aground the…
16
To All the Boys: P.S. I Still Love You (2020)
★ 6.8/10Also romance and comedy
Lara Jean and Peter have just taken their romance from pretend to officially real when another recipient of one of her love letters enters the picture.
17
Chasing Papi (2003)
★ 6.7/10Also comedy and romance
Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored…
18
The Other End of the Line (2007)
★ 6.5/10Also comedy and romance
An employee at an Indian call-center travels to San Francisco to be with a guy she falls for over the phone.
19
Love Jacked (2018)
★ 6.1/10Also romance and comedy
Maya, a headstrong 28-year-old with artistic ambitions – a strong contrast to what her father Ed wants: a dutiful daughter to run the family store. Ed is shocked when Maya takes her assertions of independence a step…
20
The Kissing Booth 3 (2021)
★ 6.8/10Also romance and comedy
It's the summer before Elle heads to college, and she has a secret decision to make. Elle has been accepted into Harvard, where boyfriend Noah is matriculating, and also Berkeley, where her BFF Lee is headed and has to…