Best comedy films with mobsters

33 items • 12617 views • 103 votes • updated Nov 7, 2026
Best comedy films with mobsters

Discover the best comedy films with mobsters, ranked from best to worst.

Based on 103 votes, the movie Analyze That, starring Robert De Niro and Billy Crystal, came in first as the best comedy movie with mobsters, followed by Analyze This and Kiss Kiss Bang Bang from 2005. Scroll down for the top 10 comedy films with mobsters, recommended by movie fans in 2026.

The list includes famous movies featuring Robert De Niro, such as Analyze This and Analyze That, and even movies based on true events, such as Find Me Guilty, starring Vin Diesel. Do not forget to check out serious Mafia movies too.

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Recommend the funniest movie with mobsters

1
80.638658172728%
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Analyze That 1
Analyze That
2002 - Robert De Niro, Billy Crystal, Lisa Kudrow, Joe Viterelli, Cathy Moriarty
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16
0
The mafia's Paul Vitti is back in prison and will need some serious counseling when he gets out. Naturally, he returns to his analyst Dr. Ben Sobel for help and finds that Sobel needs some •••
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2
75.74992421870263%
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Analyze This 2
Analyze This
1999 - Robert De Niro, Billy Crystal, Lisa Kudrow, Chazz Palminteri, Joe Viterelli
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12
0
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 •••
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3
60.965696639150416%
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Kiss Kiss Bang Bang 3
Kiss Kiss Bang Bang
2005 - Robert Downey Jr., Val Kilmer, Michelle Monaghan, Corbin Bernsen, Dash Mihok
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6
0
A petty thief posing as an actor is brought to Los Angeles for an unlikely audition and finds himself in the middle of a murder investigation along with his high school dream girl and a •••
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4
60.965696639150416%
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Mickey Blue Eyes 4
Mickey Blue Eyes
1999 - Hugh Grant, James Caan, Jeanne Tripplehorn, Burt Young, James Fox
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6
0
An English auctioneer proposes to the daughter of a mafia kingpin, only to realize that certain favors would be asked of him.
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5
59.58436145024278%
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The Family 5
The Family
2013 - Robert De Niro, Michelle Pfeiffer, Dianna Agron, John D'Leo, Tommy Lee Jones
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9
1
Inspired by Tonino Benacquista's novel Badfellas, the darkly comic thriller The Family tells the story of Giovanni Manzoni, a retired gangster who strikes a deal with the FBI and takes •••
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6
56.5508505247919%
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Find Me Guilty 6
Find Me Guilty
2006 - Vin Diesel, Alex Rocco, Frank Pietrangolare, Richard DeDomenico, Paul Borghese
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5
0
Based on the true story of Jack DiNorscio, a mobster who defended himself in court for what would be the longest mafia trial in U.S. history.
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7
52.910519423013845%
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Oscar 7
Oscar
1991 - Sylvester Stallone, Ornella Muti, Don Ameche, Peter Riegert, Tim Curry
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7
1
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 •••
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8
51.009997959600085%
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The Freshman 8
The Freshman
1990 - Marlon Brando, Matthew Broderick, Bruno Kirby, Penelope Ann Miller, Frank Whaley
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4
0
Clark Kellogg is a young man starting his first year at film school in New York City. After a small time crook steals all his belongings, Clark meets Carmine Jimmy the Toucan Sabatini, an •••
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9
51.009997959600085%
The Last Godfather 9
The Last Godfather
2010 - Harvey Keitel, Jason Mewes, Blake Clark, Jon Polito, Paul Hipp
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4
0
A reinterpretation of Francis Ford Coppola's 1972 film The Godfather, The Last Godfather is a comedy centered on Yonggu, the son with mental difficulties of the leader of New York's •••
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10
43.84939193227452%
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Get Shorty 10
Get Shorty
1995 - John Travolta, Gene Hackman, Rene Russo, Danny DeVito, Dennis Farina
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3
0
Chili Palmer is a Miami mobster who gets sent by his boss, the psychopathic Bones Barboni, to collect a bad debt from Harry Zimm, a Hollywood producer who specializes in cheesy horror •••
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Frequently asked questions

Which movie is in first place?

Analyze That is currently ranked first on TopFaves, with 16 votes for and 0 votes against in this list.

What are the top three spots?

The top three spots are held, in order, by Analyze That, Analyze This, Kiss Kiss Bang Bang. The ranking can change as votes are added.

What are the most recent movies in this list?

Among the titles with a known release year, the most recent are: The Family (2013), The Last Godfather (2010), Middle Men (2009).

Which movies from 1990–1999 are included?

Titles released in this period include Analyze This (1999), Mickey Blue Eyes (1999), Jane Austen's Mafia! (1998).

How many votes have been recorded?

In total, 103 votes have been recorded. The total refers to the whole list and is not the number of different people who voted.

How do I vote and how is the ranking decided?

Press the up arrow if you recommend an option or the down arrow if you do not. You can use the search box in the list to quickly find a name and vote directly. The order takes into account both positive and negative votes and how many there are, and positions can change as votes are added.