Movies Like Cruel, Cruel Love

If you liked Cruel, Cruel Love (1914), a comedy movie directed by Mack Sennett and George Nichols, 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
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…
2
The Chaplin Revue (1959)
★ 7.4/10Also comedy
Three Chaplin silent comedies "A Dog's Life", "Shoulder Arms", and "The Pilgrim" are strung together to form a single feature length film. Chaplin provides new music, narration, and a small amount of new connecting…
3
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.
4
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…
5
Beau Hunks (1931)
★ 6.8/10Also comedy
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
6
Mabel's Married Life (1914)
★ 5.9/10Also comedy
Mabel goes home after being humiliated by a masher whom her husband won't fight. The husband goes off to a bar and gets drunk.
7
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…
8
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…
9
The Fixer Uppers (1935)
★ 6.8/10Also comedy
Stan and Ollie are greeting card salesmen who agree to help a woman put a spark in her loveless marriage by making her husband jealous.
10
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…
11
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.
12
Oliver the Eighth (1934)
★ 7.1/10Also comedy
Barbershop owners Stan and Ollie answer an ad in the newspaper from a wealthy widow looking for a husband. Ollie only mails in his response and is invited to the widow's mansion. Stan discovers his unmailed letter and…
13
Thicker Than Water (1935)
★ 7.4/10Also comedy
Oliver's in trouble with his wife after missing a payment on their furniture, having given the money to Stanley, who used it instead to pay Mrs. Hardy for his room and board. At Stan's suggestion Ollie then withdraws…
14
A Burlesque on Carmen (1915)
★ 5.8/10Also comedy
A gypsy seductress is sent to sway a goofy officer to allow a smuggling run.
15
Towed in a Hole (1932)
★ 7/10Also comedy
Although they are successful fishmongers, Stan convinces Ollie that they should become fishermen too, but making a boat seaworthy isn't an easy task.
16
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…
17
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…
18
Nickelodeon (1976)
★ 6/10Also comedy
In the silent film era, attorney Leo Harrigan and gunslinger Buck Greenway are hired to stop an illegal film production. However, they soon team up with the filmmakers and become important players in the show business…
19
Grandma's Boy (1922)
★ 6.4/10Also comedy
A meek young man must find the courage within when a rogue tramp menaces his hometown.
20
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…