Movies Like Smokin' Stogies

If you liked Smokin' Stogies (2001), a comedy and crime movie directed by Vincent Di Rosa, 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
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…
3
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…
4
Misdirection (2026)
★ 6.2/10Also crime
A desperate couple have pulled off a string of high-end break-ins to pay off a mob debt. When they attempt to rob their latest victim, they find themselves caught in a deadly game of cat and mouse. The tables are…
5
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.
6
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 $68,000.
7
Sheroes (2023)
★ 5.8/10Also comedy and crime
When four thick-as-thieves friends arrive in Thailand, they quickly find themselves in over their heads. Fighting to stay alive, they employ their unique set of skills and unleash their fierce loyalty in a…
8
2 Guns (2013)
★ 6.5/10Also comedy and crime
A DEA agent and an undercover Naval Intelligence officer who have been tasked with investigating one another find they have been set up by the mob -- the very organization the two men believe they have been stealing…
9
Ca$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
Keanu (2016)
★ 6/10Also comedy and crime
Friends hatch a plot to retrieve a stolen cat by posing as drug dealers for a street gang.
11
Don't Be a Menace to South Central While Drinking Your Juice in the Hood (1996)
★ 7/10Also comedy and crime
When Ashtray moves to South Central L.A. to live with his father (who appears to be the same age he is) and grandmother (who likes to talk tough and smoke reefer), he falls in with his gang-banging cousin Loc Dog, who…
12
The Pickup (2025)
★ 6.4/10Also comedy and crime
A routine cash pickup takes a wild turn when mismatched armored truck drivers Russell and Travis are ambushed by ruthless criminals led by savvy mastermind Zoe.
13
The Protector (1985)
★ 5.9/10Also crime
Billy Wong is a New York City cop whose partner is gunned down during a robbery. Billy and his new partner, Danny Garoni, are working security at a fashion show when a wealthy man's daughter, Laura Shapiro, is…
14
Absolution (2024)
★ 5.9/10Also crime
An aging ex-boxer gangster working as muscle for a Boston crime boss receives an upsetting diagnosis. Despite a faltering memory, he attempts to rectify the sins of his past and reconnect with his estranged children…
15
Caught Stealing (2025)
★ 6.8/10Also crime and comedy
Burned-out ex-baseball player Hank Thompson unexpectedly finds himself embroiled in a dangerous struggle for survival amidst the criminal underbelly of late 1990s New York City, forced to navigate a treacherous…
16
The System (2022)
★ 7.3/10Also crime
When a young soldier, newly returned from war, gets caught up in a drug bust, he is recruited by the authorities to go undercover in a notoriously dangerous prison in order to figure out what is really going on.
17
Henry's Crime (2010)
★ 5.8/10Also crime and comedy
An aimless man is sent to prison for a crime he did not commit, an ex-con targets the same bank he was sent away for robbing.
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
Icefall (2025)
★ 6.6/10Also crime
A young Indigenous game warden arrests an infamous poacher only to discover that the poacher knows the location of a plane carrying millions of dollars that has crashed in a frozen lake. When a group of criminals and…
20
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…