Movies Like The Pip from Pittsburg

If you liked The Pip from Pittsburg (1931), a comedy movie directed by James Parrott, 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
Kissing Jessica Stein (2002)
★ 6/10Also comedy
Jessica, a Jewish copy editor living and working in New York City, is plagued by failed blind dates with men, and decides to answer a newspaper's personal advertisement. The advertisement has been placed by…
2
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…
3
Beau Hunks (1931)
★ 6.8/10Also comedy
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
4
Snoopy Presents: Welcome Home, Franklin (2024)
★ 7.7/10Also comedy
Franklin is new to town and hoping to make friends, but his usual tactics don't work on the Peanuts gang. When the Soap Box Derby arrives, he's sure it's a chance to impress new pals and teams up with the only other…
5
Work It (2020)
★ 7.5/10Also comedy
A brilliant but clumsy high school senior vows to get into her late father's alma mater by transforming herself and a misfit squad into dance champions.
6
A Woman (1915)
★ 6.1/10Also comedy
Mother, father and daughter go to the park. The women doze off on a bench while the father plays a hide-and-seek game with a girl, blindfolded. Charlie leads him into a lake. Both dozing ladies on the bench fall for…
7
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.
8
The Tramp (1915)
★ 6.5/10Also comedy
The Little Fellow finds the girl of his dreams and work on a family farm. He helps defend the farm against criminals, and all seems well, until he discovers the girl of his dreams already has someone in her life…
9
Driver's Ed (2026)
★ 6.9/10Also comedy
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.
10
Bill Burr: Drop Dead Years (2025)
★ 7.2/10Also comedy
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
11
Ricky Gervais: Mortality (2025)
★ 7/10Also comedy
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
12
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…
13
Thunderstruck (2012)
★ 6.2/10Also comedy
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.
14
Solid Serenade (1946)
★ 7.4/10Also comedy
Tom ties up Spike and sneaks into the courtyard of the glamorous Toodles Galore with his bass, hoping to woo her with his song, much to the annoyance of a sleeping Jerry.
15
Inner Workings (2016)
★ 7.8/10Also comedy
This is the story of the internal struggle between a man's Brain—a pragmatic protector who calculates his every move, and his Heart—a free-spirited adventurer who wants to let loose.
16
Marvel One-Shot: All Hail the King (2014)
★ 6.8/10Also comedy
A documentary filmmaker interviews the now-famous Trevor Slattery from behind bars.
17
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.
18
Mickey's Steam Roller (1934)
★ 6.4/10Also comedy
While streetworker Mickey romances Minnie, Mickey's nephews Morty and Ferdie take control of his steamroller and it's full speed ahead on a very destructive ride.
19
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…
20
Sit Bangor (2019)
Also comedy
In a modern age that is dominated by constant new trends, the new sport of free-sitting has swept the nation. This story follows a group of free-sitters on a journey to achieve the ultimate sit.