Movies Like CheckMate

If you liked CheckMate (2023), a comedy movie directed by Norberto Morrone, 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
The Honest Candidate (2024)
★ 6.7/10Also comedy
A former idealistic leader turned corrupt politician is cursed by his grandmother on the eve of the presidential election, forcing him to be honest. Can he win without lies and what will be the conditions?
3
I Love My Dad (2022)
★ 5.9/10Also comedy
A hopelessly estranged father catfishes his son in an attempt to reconnect.
4
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.
5
Taking Care of Business (1990)
★ 6.3/10Also comedy
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
6
Old Dads (2023)
★ 6.2/10Also comedy
A cranky middle-aged dad and his two best friends find themselves out of step in a changing world of millennial CEOs and powerful preschool principals.
7
27 Nights (2025)
★ 6.4/10Also comedy
When a woman is admitted by her daughters to a psychiatric clinic for her carefree ways, an expert must judge if she is ill or simply wants to enjoy life.
8
Crazy Magical Mexico (2026)
★ 7.6/10Also comedy
A man finds the best motivation to secure and save his town: making an independent Mexican film.
9
The Flying Car (2002)
★ 6.7/10Also comedy
Stuck in a traffic jam, Dante and Randal discuss the prospect of a flying car.
10
Louis C.K.: Oh My God (2013)
★ 7.6/10Also comedy
Filmed at the Celebrity Theatre in Phoenix, AZ on February 15th and 16th, 2013, Oh My God is Louis C.K.'s fifth stand-up special, his first for HBO since 2007's Shameless, and his first since winning a Emmy Award for…
11
Much Ado About Nothing (2013)
★ 6.8/10Also comedy
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
12
Eddie Izzard: Dress to Kill (1999)
★ 7.8/10Also comedy
Eddie Izzard takes her show to San Francisco to give a brief history of pagan and Christian religions, the building of Stonehenge, the birth of the Church of England and of Western empires, and the need for a European…
13
Easy Money (1983)
★ 6/10Also comedy
To inherit his mother-in-law's colossal fortune, a hard living gambling addict must change his unhealthy ways before it gets the best of him.
14
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.
15
Louis C.K.: Ridiculous (2026)
★ 6.1/10Also comedy
From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.
16
Thunderstruck (2012)
★ 6.2/10Also comedy
After NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
17
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.
18
Tod@s Caen (2019)
★ 7.8/10Also comedy
A pair of seducers try to prove who has the best techniques while trying not to fall in love with each other.
19
Ali Wong: Single Lady (2024)
★ 6.4/10Also comedy
After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.
20
Lo más sencillo es complicarlo todo (2018)
★ 6.4/10Also comedy
When a 17-year-old learns the TV news host she pines for is engaged, she and her best friend launch an elaborate plan to prevent his marriage.