Movies Like Pay Day

If you liked Pay Day (1922), a comedy movie directed by Charlie Chaplin, 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
Horrible Bosses 2 (2014)
★ 6.2/10Also comedy
Dale, Kurt and Nick decide to start their own business but things don't go as planned because of a slick investor, prompting the trio to pull off a harebrained and misguided kidnapping scheme.
2
Ride Along 2 (2016)
★ 6.3/10Also comedy
As his wedding day approaches, Ben heads to Miami with his soon-to-be brother-in-law James to bring down a drug dealer who's supplying the dealers of Atlanta with product.
3
Bachelor Party (1984)
★ 6.3/10Also comedy
On the eve of his wedding to his longtime girlfriend, unassuming nice guy Rick is dragged out for a night of debauchery by his friends.
4
Happy Gilmore 2 (2025)
★ 6.5/10Also comedy
Happy Gilmore isn't done with golf — not by a long shot. Since his retirement after his first Tour Championship win, Gilmore returns to finance his daughter's ballet classes.
5
A Madea Family Funeral (2019)
★ 6/10Also comedy
A joyous family reunion becomes a hilarious nightmare as Madea and the crew travel to backwoods Georgia, where they find themselves unexpectedly planning a funeral that might unveil unpleasant family secrets.
6
Vegas Vacation (1997)
★ 6/10Also comedy
The Griswold family hits the road again for a typically ill-fated vacation, this time to the glitzy mecca of slots and showgirls—Las Vegas.
7
The Odd Couple II (1998)
★ 6.3/10Also comedy
Brucey, the son of Oscar, calls his father to invite him to his wedding to Felix's daughter next Sunday in California. Oscar and Felix meet again at Los Angeles International Airport and rent a car in order to go to…
8
Are We Done Yet? (2007)
★ 5.8/10Also comedy
Newlyweds Nick and Suzanne decide to move to the suburbs to provide a better life for their two kids. But their idea of a dream home is disturbed by a contractor with a bizarre approach to business.
9
Johnny English Strikes Again (2018)
★ 6.3/10Also comedy
Disaster strikes when a criminal mastermind reveals the identities of all active undercover agents in Britain. The secret service can now rely on only one man - Johnny English. Currently teaching at a minor prep…
10
Tit for Tat (1935)
★ 7/10Also comedy
Stan and Ollie have set up their own electrical appliance store but, unfortunately for them, the grocery right next door is run by the man and wife whom they encountered in "Them Thar Hills" (1935). Stan and Ollie go…
11
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.
12
Way Out West (1937)
★ 7.1/10Also comedy
Stan and Ollie try to deliver the deed to a valuable gold mine to the daughter of a dead prospector. Unfortunately, the daughter's evil guardian is determined to have the gold mine for himself and his saloon-singer wife.
13
Playing with Fire (2019)
★ 6.6/10Also comedy
A crew of rugged firefighters meet their match when attempting to rescue three rambunctious kids.
14
Playdate (2025)
★ 6.2/10Also comedy
When out-of-work accountant Brian joins stay-at-home dad Jeff for a playdate with their sons, he expects a laid-back afternoon. Instead, they're chased by mercenaries, and Brian—totally unprepared—must survive one…
15
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.
16
Mr. Bean's Holiday (2007)
★ 6.4/10Also comedy
Mr. Bean wins a trip to Cannes where he unwittingly separates a young boy from his father and must help the two reunite. On the way he discovers France, bicycling and true love, among other things.
17
Monkey Business (1952)
★ 6.7/10Also comedy
Research chemist Barnaby Fulton works on a fountain of youth pill for a chemical company. One of the labs chimps gets loose in the laboratory and mixes chemicals, but then pours the mix into the water cooler. When…
18
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.
19
Fun with Dick and Jane (2005)
★ 6.2/10Also comedy
After Dick Harper loses his job at Globodyne in an Enron-esque collapse, he and his wife, Jane, turn to crime in order to handle the massive debt they now face. Two intelligent people, Dick and Jane actually get pretty…
20
A Shot in the Dark (1964)
★ 7.2/10Also comedy
Inspector Jacques Clouseau, smitten with the accused maid Maria Gambrelli, unwittingly turns a straightforward murder investigation into a comedic series of mishaps, testing the patience of his irritable boss Charles…