Movies Like Little Miss Pinkerton

If you liked Little Miss Pinkerton (1943), a comedy movie directed by Herbert Glazer, here are 19 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
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.
2
Bottle Rocket (1993)
★ 6.2/10Also comedy
Dysfunctional friends Dignan and Anthony plan and execute a robbery with their pot-growing friend, Bob. The short film that inspired Wes Anderson’s feature debut.
3
Song of the Thin Man (1947)
★ 6.7/10Also comedy
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…
4
Shadow of the Thin Man (1941)
★ 7/10Also comedy
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…
5
One Night at McCool's (2001)
★ 5.9/10Also comedy
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…
6
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.
7
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.
8
Wrong Cops (2013)
★ 6.1/10Also comedy
A group of bad cops look to dispose of a body that one of them accidentally shot.
9
The Thin Man Goes Home (1944)
★ 7.1/10Also comedy
Hoping for a peaceful visit with his parents in the small town of Sycamore Springs, Nick Charles and his wife Nora soon find themselves surrounded by old rivalries, family tensions, and a mysterious murder. Nick’s…
10
Another Thin Man (1939)
★ 7.1/10Also comedy
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…
11
The Thursday Murder Club (2025)
★ 6.6/10Also comedy
A group of senior sleuths passionate about solving cold cases get plunged into a real-life murder mystery in this comic crime caper.
12
Recess: All Growed Down (2003)
★ 6.5/10Also comedy
T.J. and The Recess Gang are kidnapped by the Third Street School's kindergartners, who are in turn being bullied by a new kid in their class.
13
Raising Arizona (1987)
★ 7.1/10Also comedy
When a childless couple—an ex-con and an ex-cop—take one of a wealthy family’s quintuplets to raise as their own, their lives grow more complicated than anticipated.
14
The Pope of Greenwich Village (1984)
★ 6.4/10Also comedy
Charlie and his troublesome cousin Paulie decide to steal $150,000 in order to back a "sure thing" race horse that Paulie has inside information on. The aftermath of the robbery gets them into serious trouble with the…
15
The Wonderful World of Mickey Mouse: Steamboat Silly (2023)
★ 6.9/10Also comedy
Mickey and gang must stop hundreds of old film reel versions of Mickey from wreaking havoc all over town.
16
See Spot Run (2001)
★ 6.1/10Also comedy
A drug sniffing agent canine is a target for an assassin boss so the FBI calls Witness Protection to send him somewhere else. Meanwhile a single Mom puts her 6 year old boy James in the care of her irresponsible…
17
The Big Hit (1998)
★ 6/10Also comedy
Affable hit man Melvin Smiley is constantly being scammed by his cutthroat colleagues in the life-ending business. So, when he and his fellow assassins kidnap the daughter of an electronics mogul, it's naturally Melvin…
18
The Pink Panther Strikes Again (1976)
★ 6.9/10Also comedy
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.
19
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.