Movies Like How to Deal with a Heartbreak

If you liked How to Deal with a Heartbreak (2023), a comedy movie directed by Joanna Lombardi, 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
Super Crazy (2018)
★ 6.7/10Also comedy
A 36-year-old meek woman realizes that there’s younger people trying to outpace her doing much less, so she makes a risky change by removing her filter.
2
Seriously Single (2020)
★ 6.8/10Also comedy
While her free-living bestie urges her to embrace singlehood, a commitment-craving social media expert can't stop following the life of a former love.
3
The Key Game (2022)
★ 5.9/10Also comedy
Laura has been with Antonio all her life and, just when she begins to wonder if that is really the life she wants, Sergio and Siena cross paths in their lives. Sergio is a former high school classmate and Siena, his…
4
Valentina's Wedding (2018)
★ 6.5/10Also comedy
Valentina's seemingly idyllic life in the US is interrupted when planning a wedding means introducing her fiancé to her scandalous family in Mexico.
5
The Wedding Year (2019)
★ 5.9/10Also comedy
A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.
6
Crazy Magical Mexico (2026)
★ 7.7/10Also comedy
A man finds the best motivation to secure and save his town: making an independent Mexican film.
7
Babes (2024)
★ 6/10Also comedy
After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.
8
Double Pregnant (2019)
★ 7.3/10Also comedy
A woman gets pregnant with fraternal twins, one from her fiancé and the other from a former lover.
9
Chris D'Elia: Man on Fire (2017)
★ 6.2/10Also comedy
Unbridled comic Chris D'Elia reconsiders his approach to major life events like marriage, not having kids and buying pants for your friends.
10
Jackass Presents: Bad Grandpa (2013)
★ 6.2/10Also comedy
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
11
No manches, Frida 2: paraíso destruido (2019)
★ 7.9/10Also comedy
Zequi and Lucy are about to get married. Although he promises not to overdo it during the bachelor party, things get out of control.
12
Bendita Suegra (2023)
★ 8.4/10Also comedy
Andrea, a successful veterinarian who loves her job and is in a relationship with Lucio, an up-and-coming lawyer who grew up in the country. Lucio has some news for Andrea: his mother is turning 60 and is throwing a…
13
Me Time (2022)
★ 5.8/10Also comedy
With his family away, a devoted stay-at-home dad enjoys his first me time in years by joining his hard-partying old friend on a wild birthday adventure.
14
Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
★ 6.8/10Also comedy
A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.
15
Eenie Meanie (2025)
★ 6.3/10Also comedy
A former teenage getaway driver gets dragged back into her unsavory past when a former employer offers her a chance to save the life of her chronically unreliable ex-boyfriend.
16
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
17
Driver's Ed (2026)
★ 6.9/10Also comedy
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
18
Undercover Wedding Crashers (2021)
★ 5.9/10Also comedy
Geeky-looking Sebas is a surprisingly good classical musician. He’s also a complete unknown in the criminal underworld, and as a new newbie on the police force, that makes him the perfect man for a dangerous mission…
19
Accident Man (2018)
★ 6.3/10Also comedy
Mike Fallon, the Accident Man, is a stone cold killer. When a loved one is murdered by his own crew, Fallon is forced to avenge the one person who actually meant something to him.
20
72 HOURS (2026)
★ 6.8/10Also comedy
To save his career, a 40-year-old ad exec joins a crew of twentysomethings for a wild Miami bachelor party after they mistakenly add him to a group chat.