Movies Like Head Over Heels

If you liked Head Over Heels (1922), a comedy movie directed by Victor Schertzinger and Paul Bern, 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
My Wife's Relations (1922)
★ 6.2/10Also comedy
Buster and a woman are mistakenly married and her initially unfriendly family begins to treat him nicely when they come to believe he has a large inheritance awaiting him.
2
Dough and Dynamite (1914)
★ 6.1/10Also comedy
Pierre and Jacques are working as waiters at a restaurant where the cooks go on strike. When the two are forced to work as bakers, the striking cooks put dynamite in the dough, with explosive results.
3
Beau Hunks (1931)
★ 6.8/10Also comedy
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
4
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.
5
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.
6
Hard Luck (1921)
★ 6.9/10Also comedy
A down on his luck young man makes several attempts at committing suicide but fails them too. He then finds himself becoming more confident through a series of petty adventures, to such an extent that this becomes his…
7
Perfect Day (1929)
★ 7/10Also comedy
Two families embark on a pleasant Sunday picnic but manage to run into a variety of issues with their temperamental automobile. Each incident requires repeated exits and reboardings by Laurel, Hardy, their wives and…
8
Room Service (1938)
★ 6.5/10Also comedy
Broke Gordon Miller tries to land a backer for his new play while he has to deal with with the hotel manager trying to evict him and his cast.
9
Rock-a-Bye Baby (1958)
★ 6.9/10Also comedy
An average television repairman must care for the newborn triplets of his former hometown sweetheart—now a famous movie star—so her career will not suffer.
10
Our Wife (1931)
★ 7.1/10Also comedy
Oliver is making plans to marry his sweetheart Dulcy with Stan as his best man, but the plans are thwarted when Dulcy's father sees a picture of Ollie and forbids the marriage. The couple plan to elope, and run away to…
11
A Night in the Show (1915)
★ 6.2/10Also comedy
Two disruptive theater patrons, the wealthy drunk Mr. Pest (played by Charlie Chaplin) and the rowdy working-class Mr. Rowdy (also played by Chaplin), attend a live vaudeville theater production. Their constant antics…
12
The Live Ghost (1934)
★ 7.2/10Also comedy
Fish market workers Stan and Ollie are persuaded by a sea captain to shanghai a crew for him at the local bar for a dollar a head. Successful at first, the boys end up getting themselves shanghaied, and the crew vow…
13
Shanghaied (1915)
★ 6/10Also comedy
A shipowner intends to scuttle his ship on its last voyage to get the insurance money. Charlie, a tramp in love with the owner's daughter, is grabbed by the captain and promises to help him shanghai some seamen. The…
14
The Hoose-Gow (1929)
★ 6.8/10Also comedy
Stan and Ollie arrive as new inmates at a prison after apparently taking part in a hold-up raid, a raid they tell a prison officer they were only watching. The usual mayhem ensues.
15
A Jitney Elopement (1915)
★ 5.8/10Also comedy
Edna's father wants her to marry wealthy Count He-Ha. Charlie, Edna's true love, impersonates the Count at dinner, but the real Count shows up and Charlie is thrown out. Later on Charlie and Edna are chased by her…
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
A Burlesque on Carmen (1915)
★ 5.8/10Also comedy
A gypsy seductress is sent to sway a goofy officer to allow a smuggling run.
18
LEGO Marvel Avengers: Mission Demolition (2024)
★ 6.5/10Also comedy
A young, aspiring hero and superhero fan inadvertently unleashes a powerful new villain looking to rid the world of the Avengers.
19
The Champion (1915)
★ 6.5/10Also comedy
Walking along with his bulldog, Charlie finds a "good luck" horseshoe just as he passes a training camp advertising for a boxing partner "who can take a beating." After watching others lose, Charlie puts the horseshoe…
20
The Geisha Boy (1958)
★ 6.4/10Also comedy
Gilbert Wooley is a second-rate magician who is sent to entertain the troops in the pacific. During his time in Japan he becomes attached to a little orphan boy.