Movies Like The Midnight Gentleman

If you liked The Midnight Gentleman (1931), a comedy movie directed by Harry Lachman, here are 19 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
It Boy (2013)
★ 6.5/10Also comedy
38-year-old Alice has everything to become the next editor-in-chief of Rebelle magazine except for her uptight image. But when the young and charming Balthazar, barely 20, crosses Alice's path, she realizes that he…
2
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.
3
No Filter (2019)
★ 6.1/10Also comedy
Beatrice celebrates with her family the release of her book: she tells about the accident of her husband Frederic. He became blind and without filter - always so funny and seductive, he is totally unpredictable. But…
4
The Brats (2013)
★ 6.1/10Also comedy
Newly engaged, Thomas meets his future father-in-law Gilbert, who has been married for 30 years to Suzanne. Disillusioned Gilbert is convinced that his marriage has meant he's missed out on life. He persuades Thomas…
5
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.
6
Take the Money and Run (1969)
★ 7.1/10Also comedy
Virgil Starkwell is intent on becoming a notorious bank robber. Unfortunately for Virgil and his not-so-budding career, he is completely incompetent.
7
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.
8
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.
9
Louise-Michel (2008)
★ 6.1/10Also comedy
In this radical and endearing black comedy, a group of retrenched female factory workers decide to pool their compensation money… and hire a hit man to liquidate their boss.
10
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.
11
Le Clan (2023)
★ 6.8/10Also comedy
Fred, Achille, Max and Belette form a good-for-nothing gang of crooks. Dismally failing their last raid, they decide to get back in the game, kidnapping Sophie Marceau.
12
Comédie-Française (2026)
★ 6.8/10Also comedy
At the Comédie-Française, there is one golden rule: the play is never canceled. Unfortunately for Nina, everything else is—just three hours before the premiere of her first staging. An actor is stuck on a train…
13
After the Ball (2015)
★ 6.3/10Also comedy
After the Ball, a retail fairy tale set in the world of fashion. Kate's dream is to design for couturier houses. Although she is a bright new talent, Kate can't get a job. No one trusts the daughter of Lee Kassell, a…
14
The Speech (2020)
★ 6.3/10Also comedy
Meet Adrien! He's 35. He's stuck in a mid-life crisis. He's neurotic and hypochondriac. Tonight he's stuck in an endless family dinner and his girlfriend is not answering his texts. On top of that, his dumb…
15
Light-Fingered George (1963)
★ 6.6/10Also comedy
Georges Lachaunaye is a member of an impoverished aristocratic family which needs money to live but of course doesn't want to work for it. He therefore has to think of something drastic in order for the family to…
16
Dead Weight (2002)
★ 5.8/10Also comedy
After winning the lottery, a convict must chase down the warden who has his winning ticket.
17
Hold-up (1985)
★ 6.2/10Also comedy
Dressed as a clown, the clever rascal Grimm holds up the most secure bank of Montreal and takes 30 hostages. While confusing and ridiculing the police with his strange behavior, he calmly manages to rid the bank of a…
18
Clear History (2013)
★ 6.1/10Also comedy
Nathan Flomm, in order to avoid the humiliation of having missed out on a hugely successful business, assumes a new identity on Martha's Vineyard. He plots revenge when his former business partner moves to the same town.
19
Themroc (1973)
★ 6.4/10Also comedy
Themroc, a bachelor house painter living at home with his mother, leads a sad and colorless life. One day, after a run-in with his boss, he rebels. He wrecks his apartment, rejects every facet of bourgeois life, and…