Movies like Squibs Wins the Calcutta Sweep (1922)
The best movies like Squibs Wins the Calcutta Sweep (1922) are Fun with Dick and Jane (1977), Louis C.K.: Ridiculous (2026) and One Night at McCool's (2001). If Squibs Wins the Calcutta Sweep hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedLouis C.K.: Oh My God (2013)7.6/10 from 229 votes
- NewestLouis C.K.: Ridiculous (2026)Released 2026
Fun with Dick and Jane (1977)
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLouis C.K.: Ridiculous (2026)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisOne Night at McCool's (2001)
On an ordinary night, in an ordinary part of town, a beautiful young woman walks into a bar. Her name is Jewel, and before long she is chatting to bartender Randy. The pair leave together, but he ends up getting into a tussle with her criminal boyfriend, who she then shoots dead, later persuading Randy to take the rap for her. But this isn't the end of it, as both Randy's cousin Carl and the detective assigned to the murder case also fall for Jewel's charms and find themselves caught up in the ensuing events. It seems that any man who meets Jewel falls instantly in love with her, and she's going to use this fully to her own advantage, leaving a trail of havoc in her wake. It also seems that she is going to get away with it - that is, until Randy decides to hire a hitman...
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisLouis C.K.: Oh My God (2013)
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 writing on his acclaimed show on FX, Louie. Performed in the round in front of a live audience, he discusses such topics as the food chain, animals, divorce, strange anecdotes, broken morality, murder and mortality.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe Pink Panther Strikes Again (1976)
Charles Dreyfus, who has finally cracked over inspector Clouseau's antics, escapes from a mental institution and launches an elaborate plan to get rid of Clouseau once and for all.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this29th Street (1991)
After winning $6.2 million in the 1976 New York State Lottery, he is arrested for throwing rocks at a church. He then tells his story at the police station.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisSong of the Thin Man (1947)
While attending a glamorous jazz cruise on New York’s East River, Nick and Nora Charles witness the fatal shooting of a wealthy patron. When suspicion falls on a young bandleader and his musicians, the couple steps in to clear their friends and uncover the real killer. Their investigation leads through a lively world of jazz clubs, radio personalities, high society, and backstage rivalries, where almost everyone has a secret and the next clue may be hidden in the music.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisChris Rock: Kill the Messenger (2008)
An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket). Topics include the ongoing presidential campaign, the possibility of a black president, George W. Bush, gas prices, low-paid jobs, ringtones and bottled water, sex, relationships and the correct use of the n-word
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisMuch Ado About Nothing (2013)
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisShadow of the Thin Man (1941)
While attending a major horse race with their young son, Nick Jr., Nick and Nora Charles witnesse a shocking murder from the crowded grandstand. What first appears to be an isolated killing soon leads to a maze of corruption, blackmail, gambling scandals, and criminal intrigue. As Nick investigates, he encounters suspicious bookmakers, dishonest officials, rival gangsters, and a mysterious killer determined to stay ahead of the law. Nora, as always, is never far from the action, bringing her quick wit and fearless curiosity to the case.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThunderstruck (2012)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisWhy Worry? (1923)
A hypochondriac vacations in the tropics for the fresh air - and finds himself in the middle of a revolution instead.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)
Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisAnother Thin Man (1939)
Nick and Nora Charles are back - and this time, they have a baby, a wealthy new client, and another murder to solve! Retired detective Nick is enjoying family life with Nora and their young son, Nick Jr., when eccentric industrialist Colonel MacFay asks for protection after receiving threatening messages. When MacFay is found dead at his isolated estate, Nick and Nora spring into action, questioning a houseful of suspicious guests and uncovering greed, blackmail, family secrets, and a dangerous inheritance plot. With their trademark wit and sophistication, the glamorous couple balances parenthood, parties, and peril as they race to expose the killer.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisEasy Money (1983)
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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDriver's Ed (2026)
A group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisGotcha! (1985)
A student on a trip to France is tricked into smuggling secrets across the Iron Curtain by a sexy spy.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Wedding Year (2019)
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.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisTrailer Park Boys: Don't Legalize It (2014)
Out of jail and broke, Julian concocts an outrageously greasy scheme to get rich and, to make it even greasier, he will have to deliver his product to his arch-enemy, Cyrus, who’s waiting in Montreal to close the dirty deal. Meanwhile, Ricky’s dope growing business is under a major threat when the government announces a plan to legalize marijuana. Bubbles reluctantly joins them on his own quest to claim an inheritance left to him by his long-lost parents.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisLaRoy, Texas (2024)
Broke and depressed, Ray is mistaken for a dangerous hitman and given an envelope of cash. Along with his P.I. friend Skip, he must escape the actual hitman to make it out of LaRoy alive.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like this
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Frequently asked questions
What are the best movies like Squibs Wins the Calcutta Sweep?
The closest matches to Squibs Wins the Calcutta Sweep are Fun with Dick and Jane (1977), Louis C.K.: Ridiculous (2026) and One Night at McCool's (2001). Below are 17 more, each with the reason it matches.
What should I watch after Squibs Wins the Calcutta Sweep?
Start with Fun with Dick and Jane (1977), the closest match to Squibs Wins the Calcutta Sweep.
What is the highest-rated movie like Squibs Wins the Calcutta Sweep?
Louis C.K.: Oh My God (2013), rated 7.6/10 by 229 TMDB users.
What is the newest movie like Squibs Wins the Calcutta Sweep?
Louis C.K.: Ridiculous (2026) is the most recent release on this list.
Are there English movies like Squibs Wins the Calcutta Sweep?
Yes: Fun with Dick and Jane (1977), Louis C.K.: Ridiculous (2026) and One Night at McCool's (2001).
How are movies similar to Squibs Wins the Calcutta Sweep chosen?
First come films that Trakt’s viewers watch alongside Squibs Wins the Calcutta Sweep, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.