Robert De Niro’s status among the greatest actors who have ever lived was in no small part due to his unmatched talent in the gangster genre. While De Niro’s career will forever be defined by his acclaimed collaborations with Martin Scorsese, he’s also portrayed gangsters for the likes of all-time great directors such as Michael Mann, Sergio Leone, and Quentin Tarantino. Although it must be admitted that some roles were far more acclaimed than others, it’s always exciting to see De Niro’s name on the cast list for a gangster or crime movie.
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Many of the best De Niro films were in the gangster genre, as his tough guy persona was able to seamlessly capture the menace and fear needed to portray cunning crooks and murderous mobsters. While De Niro’s greatest gangster roles include some of the greatest movies of all time, he’s also had a few unfortunate duds across his more than 60 years in the film industry. However, even in his failures, De Niro was always endlessly watchable as his presence elevated even the most lackluster gangster release.
You are watching: Every Robert De Niro Gangster Role Ranked Worst To Best
15
Robert Dragna
The Bag Man (2014)
Nobody can deny there are a few clunkers in Robert De Niro’s late-career filmography, with The Bag Man being a disappointing addition to the actor’s long list of gangster roles. As Robert Dragna, De Niro played an elderly gangster who hires John Cusack to pick up a mysterious bag for him and not look at what’s inside, only for Cusack’s character to end up facing off against a litany of deranged characters all with a special interest in the bag. As a tedious Tarantino rip-off made a few decades too late, even De Niro superfans may want to skip The Bag Man.
The Bag Man
R
Crime
Drama
Thriller
Release Date
February 28, 2014
Runtime
108 minutes
Cast
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John Cusack
Jack
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Rebecca Da Costa
Rivka
-
Robert De Niro
Dragna
-
Crispin Glover
Ned
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14
Fred Blake/Giovanni Manzoni
The Family (2013)
While Martin Scorsese may have served as an executive producer on The Family, this crime story had none of the appeal of the director’s acclaimed collaborations with De Niro. Telling the story of the mafia boss Giovanni Manzoni being forced to take up a new identity as Fred Blake when he and his family go into witness protection, this overly familiar setup did not work well as either a crime movie or a comedy. Despite a great cast including De Niro, Michelle Pfeiffer, and Tommy Lee Jones, The Family was a derivative and forgettable release that was panned by critics.
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The Family
R
Crime
Comedy
Thriller
7/10
Release Date
September 13, 2013
Runtime
111 Minutes
Cast
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Robert De Niro
-
Michelle Pfeiffer
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13
Mario Trantino
The Gang That Couldn’t Shoot Straight (1971)
Robert De Niro starred in a few gangster films before rising to fame through his work with Martin Scorsese, and movies like The Gang That Couldn’t Shoot Straight make it clear just how much he improved after teaming up with the legendary director. While it’s fascinating to see a fresh-faced De Niro play the budding thief Mario Trantino, this forgettable James Goldstone film had little to offer and was a total mess of a crime comedy. Seeing De Niro act alongside Leigh Taylor-Young was a highlight, but everything else was a bust.
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The Gang That Couldn’t Shoot Straight
PG-13
Comedy
Crime
9.5/10
Release Date
December 22, 1971
Runtime
96 minutes
Cast
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Jerry Orbach
Kid Sally
-
Leigh Taylor-Young
Angela
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12
Lloyd Barker
Bloody Mama (1970)
Inspired by the real-life story of Ma Barker, Bloody Mama starred Shelley Winters as a mentally disturbed mother who encouraged the criminality of her four adult sons in rural Arkansas during the Depression. With Robert De Niro as the loyal, drug-addicted son Lloyd, Bloody Mama was one of the actor’s first major roles, and although it does not quite reach the heights of his later greatness, it was an interesting performance in a deeply fascinating crime movie. At just 26 years old at the time, Bloody Mama was the first hint toward De Niro’s future as a gangster movie legend.
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Bloody Mama
R
Crime
Drama
Release Date
March 24, 1970
Runtime
90 minutes
Cast
-
Pat Hingle
Sam Adams Pendlebury
-
Shelley Winters
‘Ma’ Kate Barker
-
Don Stroud
Herman Barker
-
Diane Varsi
Mona Gibson
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11
Paul Vitti
Analyze This/Analyze That (1999/2002)
The year 1999 saw two gangsters unpacking their mental health troubles with a therapist, as it saw the release of the film Analyze This and the acclaimed TV series The Sopranos. While Tony Soprano’s therapy sessions added depth to his characterization, the portrayal of De Niro’s Paul Vitti was played for laughs in a broad comedy whose main joke was that tough guys don’t talk about their feelings. While Analyze This was successful enough to gain a sequel, and De Niro had great chemistry with Billy Crystal, Vitti was essentially a collection of clichés played for laughs.
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Analyze This
R
Comedy
Crime
Release Date
March 5, 1999
Director
Harold Ramis
Cast
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Robert De Niro
Paul Vitti
-
Billy Crystal
Dr. Ben Sobel
-
Lisa Kudrow
Laura MacNamara Sobel
-
Chazz Palminteri
Primo Sidone
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10
Louis Gara
Jackie Brown (1997)
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To see Robert De Niro working with Quentin Tarantino was a truly exciting prospect back in 1997, and the small-time crook Louis Gara in Jackie Brown was a great character. With an unkempt appearance and funny dialogue, Gara was an excellent addition to this homage to Blaxploitation cinema, whose repressed rage throughout made for hilarious viewing. While Gara was amusing to watch, he was also quite frightening when he finally snapped, and this performance makes us wish De Niro had been in more Tarantino movies in later years.
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Jackie Brown
R
Thriller
Drama
Crime
9/10
10/10
Release Date
December 25, 1997
Runtime
154 minutes
Cast
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Bridget Fonda
-
Michael Keaton
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9
Vito Genovese/Frank Costello
The Alto Knights (2025)
Custom image by Simone Ashmoore
Robert De Niro stepped out of his comfort zone to play not one, but two gangsters in Barry Levinson’s biographical crime drama The Alto Knights. In a dual role as the 1950s mob bosses Vito Genovese and Frank Costello, De Niro tapped into the appeal of some of his best roles, and the use of prosthetics and makeup made the two characters feel wholly distinct from one another. With a Scorsese-like style, The Alto Knights tells a familiar story effectively, and the most enjoyable parts are the scenes in which De Niro convincingly acts opposite himself.
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The Alto Knights
R
Crime
Drama
5/10
Release Date
April 21, 2025
Runtime
120 Minutes
Cast
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-
Robert De Niro
Vito Genovese / Frank Costello
-
Debra Messing
Bobbie Costello
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8
Al Capone
The Untouchables (1987)
While Robert De Niro has played several real-life crooks and infamous gangsters, none were more iconic than Al Capone, the prohibition gangland kingpin seen in The Untouchables. As the story of the cops who finally brought Capone down for tax evasion of all things, De Niro’s villainous role captured the excesses of this real gangster’s lifestyle and the power he wielded over everyone around him. With the shaving scene being a particularly memorable moment, De Niro tapped into his most menacing side for his role in The Untouchables.
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The Untouchables
R
Crime
History
Thriller
9.3/10
Release Date
June 3, 1987
Runtime
1h 59m
Cast
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Kevin Costner
-
Sean Connery
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7
David “Noodles” Aaronson
Once Upon A Time In America (1984)
David “Noodles” Aaronson was among the most interesting gangsters in Robert De Niro’s filmography, as Sergio Leone’s masterful epic crime story Once Upon a Time in America captured the essence of the American dream in all its horrifying beauty. While Noodles was the film’s protagonist, he was also a tragic villain who stole, robbed, and murdered for a livelihood, although he carried great guilt for his life of misdeeds. As a self-reflective whose wayward ways left a litany of dead bodies in his wake, De Niro’s authentic performance tapped into a deep regret at the heart of Noodles’ character.
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Once Upon a Time in America
r
Crime
Drama
9.5/10
Release Date
June 1, 1984
Runtime
229 Minutes
Cast
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-
Robert De Niro
-
James Woods
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6
Neil McCauley
Heat (1995)
The intense game of cat and mouse at the heart of Michael Mann’s Heat would not have been nearly as effective without great characters at the center of its story. With Robert De Niro as the professional thief Neil McCauley and Al Pacino as the LAPD Lieutenant determined to bring him down, this engaging pair of legendary actors represented two sides of the same coin as a career criminal comes face-to-face with the law. With the iconic diner confrontation scene telling you everything you need to know about this character, Heat was among De Niro’s most fascinating gangster roles.
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Heat
R
Action
Crime
Documentary
Drama
Thriller
10/10
11
9.1/10
Release Date
December 15, 1995
Runtime
170 minutes
Cast
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-
Al Pacino
-
Robert De Niro
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5
Frank Sheeran
The Irishman (2019)
Custom Image by Debanjana Chowdhury
Few movies boast more gangster movie icons than The Irishman, a sprawling epic directed by Martin Scorsese starring Robert De Niro, Al Pacino, and Joe Pesci. De Niro played the Italian-American mafia hitman Frank Sheeran in a story that traversed decades and utilized CGI de-aging technology to allow the actors to portray their characters at different life stages. While many bemoaned the extended three-and-a-half hour runtime of The Irishman, De Niro delivered yet another all-time great performance in this long-awaited reunion with Scorsese, their first film together since Casino in 1995.
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The Irishman
R
Biography
Drama
Crime
9/10
7.9/10
Release Date
November 27, 2019
Runtime
210 minutes
Cast
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-
Bobby Cannavale
-
Jack Huston
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4
Johnny Boy
Mean Streets (1973)
Robert De Niro’s performance in Mean Streets was a defining moment in the history of cinema. As the reckless young man with ties to the mob who can’t help but get everyone around him into trouble due to his mental instability, Mean Streets laid the groundwork for De Niro’s tough guy persona, which was always deepened by layered and complex performances. This was a performance that only opened the door to playing many more acclaimed gangsters for Martin Scorsese, but De Niro’s work here was the first hint of his status as one of the best actors of all time.
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Mean Streets
R
Crime
Drama
Thriller
7.7/10
Release Date
October 14, 1973
Runtime
112 Minutes
Cast
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-
Robert De Niro
-
Harvey Keitel
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3
Sam “Ace” Rothstein
Casino (1995)
While the real-life casino executive Sam “Ace” Rothstein presented himself as a Las Vegas businessman, his associations with the mob were explored in Martin Scorsese’s Casino. As a man obsessed with maintaining order in the chaotic world of gambling, Ace was seen consistently fixing games and using his gangster connections to ensure things ran the way that he wanted in his casino. While Sharon Stone’s astounding performance as the streetwise hustler Ginger McKenna may have upstaged De Niro here, Casino still stood as one of his most memorable gangster roles.
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Casino
R
Biography
Crime
Drama
8/10
Release Date
November 22, 1995
Runtime
178 minutes
Cast
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-
Robert De Niro
-
Sharon Stone
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2
Jimmy Conway
Goodfellas (1990)
While many will remember Ray Liotta’s frantic performance as Henry Hill or the intimidation of Joe Pesci in Goodfellas, the power of Robert De Niro’s role as Jimmy Conway should not be understated. As a menacing and subtly manipulative mobster, Jimmy’s relaxed confidence was in sharp contrast to the way Pesci’s Tommy DeVito would fly off the handle at a moment’s notice. While this wasn’t a flashy or over-the-top performance, Jimmy highlighted the cool calculation of an experienced mobster in this 1990s Martin Scorsese masterpiece.
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Goodfellas
R
Drama
Crime
10/10
27
9/10
Release Date
September 19, 1990
Runtime
145 minutes
Cast
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-
Ray Liotta
Henry Hill
-
Robert De Niro
James Conway
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1
Vito Corleone
The Godfather Part II (1974)
While Marlon Brando was perfectly cast as Vito Corleone in The Godfather, Robert De Niro added depth and intrigue to his character’s backstory in The Godfather Part II. As a dual story set in two different time periods, De Niro captured Vito’s rise in the criminal underworld and showcased, better than any other film, how a gangster can build an empire from nothing and achieve a dark version of the American dream. In a masterful performance that earned him the Academy Award for Best Supporting Actor, The Godfather Part II was Robert De Niro’s greatest gangster role.
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The Godfather Part II
r
Crime
Drama
10/10
28
8.9/10
Release Date
December 20, 1974
Runtime
202minutes
Cast
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-
Al Pacino
-
Robert De Niro
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Category: Entertainment