Best Gangster Comedy Movies
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- DirectorAlan ParkerStarsJodie FosterScott BaioFlorence GarlandThe classic gangster story of Bugsy Malone told with an all-child cast.
- DirectorAmy HeckerlingStarsMichael KeatonJoe PiscopoMarilu HennerSet in the 1930s, an honest, good-hearted man is forced to turn to a life of crime to finance his neurotic mother's sky-rocketing medical bills.
- DirectorLuc BessonStarsRobert De NiroMichelle PfeifferDianna AgronThe Manzoni family, a notorious Mafia clan, is relocated to Normandy, France, under the Witness Protection Program, where fitting in soon becomes challenging as their old habits die hard.
- DirectorHarold RamisStarsRobert De NiroBilly CrystalLisa KudrowMobster Paul Vitti is released into Dr. Ben Sobol's care, where only more chaos ensues.
- DirectorKelly MakinCarl GottliebStarsHugh GrantJeanne TripplehornJames CaanAn English auctioneer proposes to the daughter of a Mafia kingpin, only to realize that certain "favors" would be asked of him.
- DirectorHarold RamisStarsRobert De NiroBilly CrystalLisa KudrowA comedy about a psychiatrist whose number-one patient is an insecure mob boss.
- DirectorF. Gary GrayStarsJohn TravoltaUma ThurmanDwayne JohnsonDisenchanted with the movie industry, Chili Palmer tries the music industry, meeting and romancing a widow of a music executive on the way.
- DirectorHoward DeutchStarsBruce WillisMatthew PerryNatasha HenstridgeJimmy the Tulip's quiet new life is shaken up by his old pal Oz, whose wife has been kidnapped by a Hungarian mob. The Tulip and his wife Jill spring into action.
- DirectorJonathan LynnStarsBruce WillisMatthew PerryRosanna ArquetteA struggling dentist's life is turned upside down when a famous gangster moves in next door, and his wife convinces him to inform a notorious mob boss about the gangster's whereabouts.
- DirectorBarry SonnenfeldStarsGene HackmanRene RussoDanny DeVitoA mobster travels to Hollywood to collect a debt, and discovers that the movie business is much the same as his current job.
- DirectorWarren BeattyStarsWarren BeattyMadonnaAl PacinoThe comic strip detective finds his life vastly complicated when Breathless Mahoney makes advances towards him while he is trying to battle Big Boy Caprice's united mob.
- DirectorEddie MurphyStarsEddie MurphyRichard PryorRedd FoxxDuring the 1930s, a New York City illegal gambling house owner and his associates must deal with strong competition, gangsters, and corrupt cops in order to stay in business.
- DirectorJonathan DemmeStarsMichelle PfeifferAlec BaldwinPaul LazarA mobster's wife hates her lifestyle, but gets a chance to change it when her husband is killed - if the Long Island mob and the FBI let her.
- DirectorJohn LandisStarsSylvester StalloneOrnella MutiPeter RiegertA gangster attempts to keep the promise he made to his dying father: that he would give up his life of crime and "go straight".
- DirectorAndrew BergmanStarsMarlon BrandoMatthew BroderickBruno KirbyAn N.Y.C. film school student accepts a job with a local mobster who resembles a famous cinema godfather and who takes the young man under his wing, after demanding total loyalty.
- DirectorYves SimoneauStarsMarlon BrandoDonald SutherlandCharlie SheenA prison warden, with a nasty habit of killing escapees, has teen twin daughters claiming to be pregnant. Their boyfriends marry them. The husbands' only way out of hell is to rob the money train.
- DirectorMartyn BurkeStarsSylvester StalloneMadeleine StoweAnthony QuinnA woman who has just discovered she is the daughter of a murdered Mafia chieftain seeks revenge, with the aide of her father's faithful bodyguard.
- DirectorJohn McNaughtonStarsRobert De NiroUma ThurmanBill MurrayWhen shy, soft-spoken Chicago detective Wayne "Mad Dog" Dobie inadvertently saves the life of local gangster Frank Milo, he's the reluctant recipient of an unusual one week "thank you" gift - a beautiful bartender named Glory.
- DirectorJim AbrahamsStarsJay MohrChristina ApplegateLloyd BridgesTakeoff on the Godfather with the son of a mafia king taking over for his dying father
- DirectorRawson Marshall ThurberStarsJon FosterPeter SarsgaardSienna MillerA college graduate's defining summer crossing his gangster dad and exploring love, sexuality, and the enigmas surrounding his life and his city.
- DirectorJerry ReesStarsKim BasingerAlec BaldwinRobert LoggiaA millionaire playboy goes to Las Vegas and comes out married to a woman he barely knows.
- DirectorBrian De PalmaStarsDanny DeVitoJoe PiscopoHarvey KeitelHarry Valentini and Moe Dickstein are both errand boys for the Mob. When they lose two hundred fifty thousand dollars, they are set up to kill each other. But they run off to Atlantic City, and comedy follows.
- DirectorBob HogeStarsRodney DangerfieldKevin McDonaldDom DeLuiseAfter his older brother's death, Giuseppe "The Guppy" Calzone (Kevin McDonald) becomes head of the Calzone Mob Family. Knowing that his son is not cut out for the job, The Guppy's aging father (Dom DeLuise) sends him to "Mafia University." The head of a rival Mafia Family (Rodney Dangerfield) sees this an opportunity to strike and bring the Calzone Family to its knees. Brimming with danger, double-crossing, and pasta, "The Godson" proves that some wise guys just aren't so smart.
- DirectorLarry BishopStarsMichael J. PollardHenry SilvaGabriel ByrneWith his boss in the madhouse, a mobster is temporary boss of the criminal empire just as vicious rivals threaten the control of the empire.
- DirectorWoody AllenStarsJohn CusackDianne WiestJennifer TillyIn New York in 1928, a struggling playwright is forced to cast a mobster's talentless girlfriend in his latest drama in order to get it produced.
- DirectorMichael DinnerStarsRichard DreyfussBurt ReynoldsDan HedayaFour retired mobsters plan one last crime to save their retirement home.
- DirectorVincent Di RosaStarsTony SiricoFrank VincentJoseph MarinoMob capo Vinnie Marscone, is sent down to Miami to find one million in smuggled - and now missing - Cuban Cigars.
- DirectorGeorge GalloStarsLuke WilsonGiovanni RibisiGabriel MachtChronicles Jack Harris, one of the pioneers of Internet commerce, as he wrestles with his morals and struggles not to drown in a sea of con men, mobsters, drug addicts, and porn stars.
- DirectorEmile ArdolinoStarsWhoopi GoldbergMaggie SmithHarvey KeitelWhen a nightclub singer is forced to take refuge from the mob in a convent, she ends up turning the convent choir into a soulful chorus complete with a Motown repertoire, until the sudden celebrity of the choir jeopardizes her identity.
- DirectorDennis HopperStarsDennis HopperJodie FosterDean StockwellA witness to a mob assassination flees for her life, running from town to town and switching identities along the way, but she cannot seem to elude Milo, the chief hit man sent after her.
- DirectorJennifer LeitzesStarsKyra SedgwickStanley TucciRobin TunneyWhen a suitcase full of money disappears, the members of the gang quickly turn on each other. Everyone wants the money and when the shooting stops, who will be left standing?
- DirectorMartin BrestStarsRobert De NiroCharles GrodinYaphet KottoA bounty hunter pursues a former Mafia accountant who is also being chased by a rival bounty hunter, the F.B.I., and his old mob boss after jumping bail.
- DirectorDavid MametStarsDon AmecheJoe MantegnaRobert ProskyShoe-shiner Gino is hired to take the rap for a mafia murder. Two-bit gangster Jerry watches over Gino and gives him a weekend to remember.
- DirectorEnzo BarboniStarsGiuliano GemmaBud SpencerRobert MiddletonStriving for a higher standard of living, a former ice-cream man and a wrestler convince a well-known mobster to hire them. However, they both soon realize that criminal life is not what they were looking for.
- DirectorLouis MorneauStarsJim BelushiMichael BeachTimothy DaltonWhile hiding in a small town, a former mobster finds out the man he snitched on is sending men to kill him.
- DirectorAlberto LattuadaStarsAlberto SordiNorma BengellGabriella ContiWhen a good-natured factory supervisor living in Milan with his Northern wife returns to his native Sicily, a decades'-old oath forces him to fulfill a nightmarish obligation.
- DirectorRay McKinnonStarsRay McKinnonWalton GogginsLisa BlountA good ol' boy (McKinnon) gets into trouble with some mobsters, and then must seek assistance from his estranged, identical twin gay brother.
- DirectorWilliam CastleStarsSid CaesarRobert RyanAnne BaxterSid Caesar stars as the bumbling right-hand man of mob boss Robert Ryan, who is sent to find a corpse buried in a suit lined with stolen mob money.
- DirectorDavid JablinStarsRick AielloRobert CicchiniJoe PingueDon Vito Leoni, the Godfather, is clinically depressed. The world has changed and he hasn't. He'd like to retire, but if he left the "family business" to his two idiot sons, they'd be dead in a minute. So he decides to go legit, which convinces everyone that he must be completely off the deep end. To preserve their cushy lives, his dysfuntional family conspires to get him some psycho-therepy. So his boys kidnap a "piasan" shrink and order him to "fix" their father. This film, which premired on Showtime, pre-dated the very similarly plotted "Analyze This" by over a year.
- DirectorBrad MirmanStarsGérard DepardieuHarvey KeitelJohnny HallydayA French gang of thieves flies over to Chicago for a one time job. However, things seem to get out of hand soon.
- DirectorTony VitaleStarsMatthew ModineMartin LandauBen GazzaraA bartender captivates a stingy customer with the tale of two rival mob families.
- DirectorHenri VerneuilStarsFernandelZsa Zsa GaborLouis SeignerJoe Calvert (Fernandel) is a nearsighted, friendly man who works as a clerk in a large department store, who gets into embarrassing situations when he isn't wearing his glasses. Since Joe works in the department that sells cowboy clothes to kids, his boss is adamant against his wearing glasses as cowboys and glasses don't go together. After a series of near-blind misadventures, Joe is fired. Dejected, he goes to the movies and seats himself next to a dangerous gangster and, when he leaves, takes the man's raincoat. In the subway, on a crowded train, he removes a heavy object from coat pocket. It's a gun and the passengers are in a panic and Joe is arrested, and the police announce they have captured Public Enemy No. 1. The leader's mob, unaware that it isn't their boss the police have, plan an escape, with most of the plans made by gun moll Lola (Zsa Zsa Gabor.) Soon, Joe finds both the police and the gangsters after him.
- DirectorJoe OttingStarsChris DiamantopoulosKelly OvertonRichard PortnowSparks and bullets fly when a Wall Street yuppie must steer a Brooklyn mob crew legit before a beautiful FBI agent can build RICO indictments against them.
- DirectorJohn BradshawStarsAdrien BrodyJeff WincottKari WuhrerA hapless undertaker becomes embroiled in a mafia war when he's forced to protect the brutal brother of a mob kingpin while be becomes romantically involved with the mob brother's wife.
- DirectorRamón MenéndezStarsJohn CusackDebi MazarMichael MadsenAn unemployed man finds a money bag of $1.2 million after it dropped off an armored car.
- DirectorJames GoldstoneStarsJerry OrbachLeigh Taylor-YoungJo Van FleetThis is the funny story about two warring Mafia gangs in New York City. The weaker gang uses a lion to blackmail the opposite gang's "clients." The police succeed in stopping one of the gangs, while the other remains without the boss.
- DirectorTom SchulmanStarsJoe PesciAndy ComeauKristy SwansonA mob bagman finds that his luggage, containing the proof of his gang's latest hit, has been switched.
- DirectorJames TobackStarsMolly RingwaldRobert Downey Jr.Dennis HopperA womanizer meets his match when he falls for a woman in debt to the mafia.
- DirectorHerbert RossStarsSteve MartinRick MoranisJoan CusackAn all too uptight FBI agent must protect a larger than life mobster with a heart of gold, currently under witness protection in the suburbs.
- DirectorPeter O'FallonStarsChristopher WalkenDenis LearySean Patrick FlaneryA group of youngsters kidnap a respected Mafia figure.
- DirectorSidney LumetStarsVin DieselPeter DinklageRon SilverIn the late 1980s, a low level gangster named Jackie DiNorscio defends himself in court in what became the longest criminal trial in American judicial history.
- DirectorPeter MarkleStarsDennis HopperDaryl HannahMichael MadsenSmall-time hood Frankie the Fly teams with a porn filmmaker and porno actress to try to make a killing by running a high-risk scam of the big boss.
- DirectorSidney J. FurieStarsThomas Ian GriffithTia CarrereJohn LithgowAfter the botched capture of a Russian mob boss, FBI agent Diane Norwood and DEA agent Max Parrish reluctantly team up to recapture him. Along the way, they discover a much larger plot involving two additional crime bosses and the man who handles their finances. With the help of an eccentric assassin, Diane and Max race to recover the criminals - as well as their millions of dollars in cash, in the hopes of claiming it for their respective agencies. Meanwhile, the agents' strong personalities and differing investigative approaches clash, and romantic tension ensues.
- DirectorDavid CaesarStarsBryan BrownToni ColletteJohn Goodman1973 Sydney: An Australian gangster sees booming business, due to U.S. soldiers being in town for relaxing between their tours to the Vietnam war, attracts the attention of first the Chicago mafia, and then their East Coast competitors.
- DirectorRoberto BenigniStarsRoberto BenigniNicoletta BraschiPaolo BonacelliA kindhearted but bumbling idiot who likes to steal bananas, is passed off for a snitch hiding from the mob.
- DirectorBilly WilderStarsMarilyn MonroeTony CurtisJack LemmonAfter two male musicians witness a mob hit, they flee the state in an all-female band disguised as women, but further complications set in.
- DirectorScott WiperStarsScott WiperJack ConleyCarmen ArgenzianoA Chicago cop quits the force and finds himself threatened by the Mafia.
- DirectorMichael PreeceStarsTim ConwayDon KnottsDavid WayneA mobster tricks an ex-boxer and his manager to take part in a series of (fixed) fights as part of a scheme to get his hands on an old boxing gym.
- DirectorStuart RosenbergStarsEric RobertsMickey RourkeDaryl HannahTwo cousins unknowingly rob the mob and face the dangerous consequences.
- DirectorGuy RitchieStarsJason StathamBrad PittStephen GrahamUnscrupulous boxing promoters, violent bookmakers, a Russian gangster, incompetent amateur robbers and supposedly Jewish jewelers fight to track down a priceless stolen diamond.
- DirectorGuy RitchieStarsJason FlemyngDexter FletcherNick MoranEddy persuades his three pals to pool money for a vital poker game against a powerful local mobster, Hatchet Harry. Eddy loses, after which Harry gives him a week to pay back 500,000 pounds.
- DirectorGeorge Roy HillStarsPaul NewmanRobert RedfordRobert ShawTwo grifters team up to pull off the ultimate con.
- DirectorBuddy Van HornStarsClint EastwoodSondra LockeGeoffrey LewisA trucker turned prize fighter, his brother and their pet orangutan have a series of misadventures involving the mob, corrupt cops, motorcycle gangs and pretty dames.
- DirectorMartin BrestStarsBen AffleckJennifer LopezJustin BarthaLarry Gigli is assigned by a crime boss to kidnap the brother of a prominent district attorney. A beautiful woman known only as Ricki is sent to stay with him to make sure he doesn't mess up the job.
- DirectorRichard BenjaminStarsClint EastwoodBurt ReynoldsJane AlexanderSlick Private Investigator Mike Murphy (Burt Reynolds) and tough Police Lieutenant Speer (Clint Eastwood), once partners, now bitter enemies, reluctantly team up to investigate a murder.
- DirectorStanley TongStarsJackie ChanAnita MuiFrançoise YipA young man visiting and helping his uncle in New York City finds himself forced to fight a street gang and the mob with his martial art skills.
- DirectorDouglas HickoxStarsJohn WayneRichard AttenboroughJudy GeesonChicago Police Lieutenant Jim Brannigan is sent to the U.K. to escort organized crime boss Ben Larkin back to the U.S., but Larkin's hitmen prepare an ambush for Brannigan.
- DirectorJeff KanewStarsBurt LancasterKirk DouglasCharles DurningTwo elderly gangsters are released from prison only to find they have trouble fitting in as old men who still take no guff from anyone.
- DirectorHoward FranklinStarsJoe PesciBarbara HersheyRichard RiehleIn the early 1940s, an infamous New York paparazzo gets an assignment from a club owner to do a background search on a mysterious gangster, which leads him down a very dangerous path.
- DirectorJames DeMonacoStarsEthan HawkeVincent D'OnofrioSeymour CasselThe lives of three residents of New York's Staten Island intersect as they struggle to get ahead.
- DirectorDavid McNallyStarsAnthony AndersonJerry O'ConnellEstella WarrenTwo childhood friends, a New York hairstylist and a would-be musician, get caught up with the mob and are forced to deliver $50,000 to Australia, but things go haywire when the money is lost to a wild kangaroo.
- DirectorMikki del MonicoStarsAnnabella SciorraBilly WirthNatalie KneppTwo girls. One gun. The Mob. Because coming out to family is hard. But coming out to "family" is funny.
- DirectorHyung-rae ShimStarsHarvey KeitelJason MewesJon PolitoA Mafia boss trains his mentally impaired son as his successor.
- DirectorJerry LewisStarsJerry LewisHarold J. StoneSusan Bay NimoyOn a San Diego beach, Gerald Clamson fishes out of the water a look-alike frog man who gives him a map to a stash of stolen-diamonds coveted by several crime syndicates.
- DirectorBilly WilderStarsJack LemmonWalter MatthauPaula PrentissDuring a high-profile Mafia testimony case in California's Riverside County, a hired killer checks into a hotel room near the courthouse, while his depressed next-door neighbor wants to commit suicide over marital problems.
- DirectorPeter CollinsonStarsMichael CaineNoël CowardBenny HillA comic caper movie about a plan to steal a gold shipment from the streets of Turin by creating a traffic jam.
- DirectorCatherine HardwickeStarsToni ColletteMonica BellucciSophia NomveteAn American mom inherits her grandfather's mafia empire in Italy. Guided by the firm's consigliere, she hilariously defies everyone's expectations as the new head of the family business.
- DirectorGeorge SidneyStarsKathryn GraysonHoward KeelAnn MillerAn ex-husband and wife team star in a musical version of 'The Taming of the Shrew'; off-stage, the production is troublesome with ex-lovers' quarrels and two gangsters looking for some money owed to them.
- DirectorFrank TashlinStarsTom EwellJayne MansfieldEdmond O'BrienA gangster hires a down-and-out press agent to make his airheaded girlfriend a singing star.
- DirectorArchie MayoStarsPaul MuniAnne BaxterClaude RainsThe Devil arranges for a deceased gangster to return to Earth as a well-respected judge to make up for his previous life.
- DirectorHoward HawksStarsGary CooperBarbara StanwyckOscar HomolkaA group of professors working on a new encyclopedia while living in a Manhattan mansion take in a mouthy nightclub singer who is wanted by the police to help bring down her mob boss lover.