Movies Like Crooks in Tails

If you liked Crooks in Tails (1937), a comedy and crime movie directed by Johannes Riemann, 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
One Night at McCool's (2001)
★ 5.9/10Also comedy and crime
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…
2
00 Schneider - Jagd auf Nihil Baxter (1994)
★ 6.4/10Also comedy and crime
The funny clown Bratislav Metulskie is found dead in circus "Apollo". The retired commissioner 00 Schneider is asked to assume control of the case. Schneider and his aged sidekick Körschgen investigate to find the…
3
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy and crime
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
4
Psycho Therapy: The Shallow Tale of a Writer Who Decided to Write About a Serial Killer (2025)
★ 6.8/10Also crime and comedy
A struggling writer in the midst of a divorce befriends a retired serial killer who incidentally becomes his marriage counselor by day, and killing counselor for his next book by night.
5
Oscar (1991)
★ 6.4/10Also comedy and crime
Angelo "Snaps" Provolone made his dying father a promise on his deathbed: he would leave the world of crime and become an honest businessman. Despite having no experience in making money in a legal fashion, Snaps sets…
6
Fabian and the Deadly Wedding (2026)
★ 6.3/10Also comedy and crime
Hapless con artist Fabian crashes a quirky winter wedding, planning to steal a valuable gift meant for the bride. But when a murder disrupts his scheme, Fabian finds himself unexpectedly drawn into solving the mystery…
7
68 Kill (2017)
★ 5.9/10Also comedy and crime
Chip's problem is that he can't say no to beautiful women. This weakness gets him into a world of trouble when he agrees to help his girlfriend steal $68,000.
8
Take the Money and Run (1969)
★ 7.1/10Also comedy and crime
Virgil Starkwell is intent on becoming a notorious bank robber. Unfortunately for Virgil and his not-so-budding career, he is completely incompetent.
9
Ca$h (2010)
★ 5.9/10Also crime and comedy
A stroke of good luck turns lethal for Sam Phelan and his wife Leslie when they are faced with a life-changing decision that brings strange and sinister Pyke Kubic to their doorstep. As Pyke leads Sam and Leslie on a…
10
Trap House (2025)
★ 6.6/10Also crime
An undercover DEA agent and his partner embark on a game of cat and mouse with an audacious, and surprising group of thieves – their own rebellious teenagers, who have begun robbing from a dangerous cartel, using their…
11
Cotton Comes to Harlem (1970)
★ 6.2/10Also comedy and crime
Harlem's African-American population is being ripped off by the Rev. Deke O'Malley, who dishonestly claims that small donations will secure parcels of land in Africa. When New York City police officers Gravedigger…
12
Shadow of the Thin Man (1941)
★ 7/10Also comedy and crime
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…
13
Tough Guys (1986)
★ 6/10Also comedy and crime
Harry Doyle and Archie Lang are two old-time train robbers, who held up a train in 1956 and have been incarcerated for thirty years. After serving their time, they are released from jail and have to adjust to a new…
14
Analyze This (1999)
★ 6.5/10Also comedy and crime
Countless wiseguy films are spoofed in this film that centers on the neuroses and angst of a powerful Mafia racketeer who suffers from panic attacks. When Paul Vitti needs help dealing with his role in the "family,"…
15
Married to the Mob (1988)
★ 6/10Also comedy and crime
Angela de Marco is fed up with her gangster husband's line of work and wants no part of the crime world. When her husband is killed for having an affair with the mistress of mob boss Tony "The Tiger" Russo, Angela and…
16
Desperately Seeking Susan (1985)
★ 6.1/10Also comedy and crime
A bored New Jersey suburban housewife's fascination with a free-spirited woman she has read about in the personal columns leads to her being mistaken for the woman herself and into a chaotic adventure of amnesia and…
17
Shade (2003)
★ 6.2/10Also crime
Tiffany, Charlie and Vernon are con artists looking to up the ante from their typical scams. They figure a good way of doing this is taking down Dean "The Dean" Stevens, a well-known cardsharp, in a rigged game…
18
The Last Days of American Crime (2020)
★ 6.4/10Also crime
In the not-too-distant future, as a final response to crime and terrorism, the U.S. government plans to broadcast a signal that will make it impossible for anyone to knowingly break the law.
19
Song of the Thin Man (1947)
★ 6.7/10Also comedy and crime
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…
20
Wrong Cops (2013)
★ 6.1/10Also crime and comedy
A group of bad cops look to dispose of a body that one of them accidentally shot.