Highest-Rated Movies about 'Bootlegger', Sort by Popularity

Once Upon a Time in America (1984), Paper Moon (1973), The Roaring Twenties (1939), The Untouchables (1987), The Public Enemy (1931), Horse Feathers (1932), Monkey Business (1931), Lawless (2012) ... Let's take a look at the ranked list of the best Bootlegger movies.

#2. Paper Moon (1973)

Storyline: Set in the midwest of the depression-era, Paper Moon follows Moses Pray and Addie Loggins - one a con artist, the other, the young girl who's the daughter of a woman who's just passed away. The pair meet when 'Mose' stops by the sparsely-attended funeral in Kansas of a woman he once knew (we never see her). In attendance, is the woman's young daughter, Addie, whom Moses agrees to transport to St Joseph, Mo -- for money, of course. Mose - an inveterate hustler, has been working ostensibly as a representative of the Kansas Bible Company - who picks his marks from the obits, and tries to sell - at exorbitant prices - the decedents' spouse the custom bible they'd previously ordered. Wise beyond her years, Addie picks up on Moses' grift, and very quickly, she and Mose become a team. Traveling from town to town, making money in every dishonest way imaginable, and looking for the ultimate score. The colorful characters they meet along the way make the film all the more interesting. One in ...

Plot Keywords: girl, con artist, burlesque dancer, maid, bootlegger, deputy, playful ...

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#3. The Roaring Twenties (1939)

Storyline: After the WWI Armistice Lloyd Hart goes back to practice law, former saloon keeper George Hally turns to bootlegging, and out-of-work Eddie Bartlett becomes a cab driver. Eddie builds a fleet of cabs through delivery of bootleg liquor and hires Lloyd as his lawyer. George becomes Eddie's partner and the rackets flourish until love and rivalry interfere.

Plot Keywords: bootlegger, soldier, attorney, friend, singer, cab driver, gritty ...

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#4. The Untouchables (1987)

Storyline: After building an empire with bootleg alcohol, legendary crime boss Al Capone rules Chicago with an iron fist. Though Prohibition Agent Eliot Ness attempts to take Capone down, even his best efforts fail due to widespread corruption within the Windy City's police force. Recruiting an elite group of lawmen who won't be swayed by bribes or fear, including Irish-American cop Jimmy Malone, Ness renews his determination to bring Capone to justice.

Plot Keywords: al capone, cop, gangster, accountant, bootlegger, engaging, gutsy ...

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#5. The Public Enemy (1931)

Storyline: Tom Powers and Matt Doyle are best friends and fellow gangsters, their lives frowned upon by Tom's straight laced brother, Mike, and Matt's straight laced sister, Molly. From their teen-aged years into young adulthood, Tom and Matt have an increasingly lucrative life, bootlegging during the Prohibition era. But Tom in particular becomes more and more brazen in what he is willing to do, and becomes more obstinate and violent against those who either disagree with him or cross him. When one of their colleagues dies in a freak accident, a rival bootlegging faction senses weakness among Tom and Matt's gang, which is led by Paddy Ryan. A gang war ensues, resulting in Paddy suggesting that Tom and Matt lay low. But because of Tom's basic nature, he decides instead to take matters into his own hands.

Plot Keywords: gangster, bootlegger, police officer, veteran, friend, melodramatic, brash ...

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#6. Horse Feathers (1932)

Storyline: Professor Quincy Adams Wagstaff has just been installed as the new president of Huxley College. His cavalier attitude toward education is not reserved for his son Frank, who is seeing the college widow, Connie Bailey. Frank influences Wagstaff to recruit two football players who hang out in a speakeasy, in order to beat rival school Darwin. Unfortunately, Wagstaff mistakenly hires the misfits Baravelli and Pinky. Finding out that Darwin has beaten him to the "real" players, Wagstaff enlists Baravelli and Pinky to kidnap them, which leads to an anarchic football finale.

Plot Keywords: professor, college president, college student, football player, bootlegger, marx brothers, hilarious ...

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#7. Monkey Business (1931)

Storyline: While stowing away on a ship to America, the boys get involuntarily pressed into service as toughs for a pair of feuding gangsters while trying desparately to evade the ship's crew. After arriving stateside, one of the gangsters kidnaps the other's daughter - and it's up to our unlikely heroes to save the day.

Plot Keywords: brother, gangster, sexy woman, bootlegger, daughter, marx brothers, hilarious ...

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#8. Lawless (2012)

Storyline: In 1931, in Franklin County, Virginia, Forrest Bondurant is a legend as immortal after surviving the war. Together with his brothers Howard and the coward Jack, the Bondurant family has a distillery and bootlegging business. When the corrupt District Attorney Mason Wardell arrives in Franklin with the unscrupulous Special Deputy Charles Rakes, the Bondurant family refuses to pay the required bribe to the authorities. Rakes pursues the brothers and unsuccessfully tries to find their distillery. Meanwhile Forrest hires the waitress Maggie, a woman with a hidden past in Chicago, and they fall in love with each other. Jack courts the preacher's daughter Bertha Minnix and deals a great load of alcoholic liquor with the powerful gangster Floyd Banner. Jack shows off in Franklin attracting the attention of Rakes that finds the location of their distillery. When he kills the crippled Cricket Pete, the locals join forces to face the corrupt authorities.

Plot Keywords: bootlegger, moonshiner, brother, girlfriend, police officer, special agent, fiery ...

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#9. A Slight Case of Murder (1938)

Storyline: Remy Marco, Prohibition beer baron, figures he'll do even better after repeal. Only trouble is, his beer tastes terrible. (He drinks no beer himself and nobody dares tell him). Four years later, when he's about bankrupt, he visits his summer home in Saratoga, complete with: 1) a dead-end-kid orphan; 2) his daughter's fiance...a state trooper!, 3) the bodies of four gangsters who planned to ambush Remy but had a shootout; 4) half a million in loot they hid in the house...just the amount Remy needs to get out of hock. The comic confusion mounts...—Rod Crawford <puffinus@u.washington.edu>

Plot Keywords: police officer, bootlegger, bar owner, gangster, orphan, wife, lighthearted ...

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#10. I Walk Alone (1947)

Storyline: Frankie Madison returns to New York after 14 years in prison. Noll Turner, Frankie's former partner in bootlegging, is now a wealthy nightclub manager, and Frankie is expecting him to honor a verbal '50:50' agreement they made when he was caught and Noll got away. Fat chance! Can Frankie, who knows only the strong-arm methods of Prohibition, win out against Big Business? It'll be tough...even with the unlikely alliance of torch singer Kay (Noll's ex-girlfriend).—Rod Crawford <puffinus@u.washington.edu>

Plot Keywords: bootlegger, ex-convict, nightclub owner, ex-girlfriend, partner, brooding, dark ...

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#11. Tammy and the Bachelor (1957)

Storyline: When Pete's plane crashes in the swamp, he's rescued by young Tammy, an unsophisticated backwoods girl who lives with her lay-preacher-cum-moonshiner grandfather. When Pete's well, he goes back home to his fiancée. But then Grampa gets sent to jail and he sends Tammy to stay with Pete. At Pete's house, Tammy's home cooking, enthusiasm and quaint sunshiny personality bring about changes in Pete's family and in Pete himself.—Kathy Li

Plot Keywords: pilot, southern belle, bootlegger, grandfather, fiancée, friend, airy ...

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#12. Pardon Us (1931)

Storyline: It's Prohibition, and the boys wind up behind bars after Stan sells some of their home-brew beer to a policeman. In prison, Stan's loose tooth "buzzes" when he talks and keeps getting him in trouble, because it sounds like he's giving everybody a rasp- berry. But it earns him the respect of The Tiger, a rough prisoner, and the boys manage to slip away during The Tiger's escape attempt. They disguise themselves in blackface and hide on a cotton plantation, but are recaptured when the warden happens by and here's Stan's buzzing tooth which causes to realize who the pair are. Back in the big house, they find themselves in a hail of bullets, caught between the state militia and gun-toting prisoners, when The Tiger tries another escape. Eventually the boys are pardoned by the senior warden, who erroneously believes that they intentionally warned the prison guards of the impending firestorm by firing the first shots.—Paul Penna <tterrace@wco.com>

Plot Keywords: bootlegger, partner, warden, daughter, cellmate, prisoner, playful ...

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#13. That Certain Woman (1937)

Storyline: Mary Donnell was married at sixteen to a gangster and soon widowed. She works for unhappily married lawyer Lloyd Rogers. A client's son Jack elopes with her, but his father tracks them down and has the marriage annulled. Mary has a son. Unaware of this, the father remarries; his new wife is crippled in an auto accident. The lawyer, now dying, tells Mary he has left her money for her and her son, Rogers' widow suspects her husband may have been the father. Jack's ruthless father , upon learning that he is the grandparent of the child, threatens legal action to gain custody, but his son wants no part in separating little Jackie from his mother. Further, he reasserts his love for Mary and promises he will ask his now handicapped wife, Flip, for a divorce so that Jackie will have a real family. He instructs Mary to pack her belongings and get Jackie ready to leave so that the three can start a new life together. Before Jack has a chance to inform his now-handicapped wife, Flip, of these stunning developments, Flip pays an unexpected visit to Mary's apartment. To Mary's surprise, Flip makes a heartfelt, selfless plea for her to take Jack and make him happy as (in her words) she could no longer do. Mary is so struck by the offer and by Flip's true love for Jack, that she not only decides to cancel her plans to reunite with Jack, but also to ask Jack to adopt Jackie and, along with Flip, give him a 'proper' life in society. Jack enters the apartment and, in a whispered chat with Mary, is prevented from telling Flip that he ever had any intention of leaving her.—Ed Stephan <stephan@cc.wwu.edu>

Plot Keywords: bootlegger, widow, secretary, attorney, playboy, father, melodramatic ...

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#14. The Falcon in San Francisco (1945)

Storyline: On vacation, Tom Lawrence--The Falcon--and his Brooklyn-born sidekick 'Goldie' Locke meet cute with a little girl named Annie whose nurse has just been murdered. Accompanying Annie home, The Falcon is arrested for kidnapping, but bailed out of jail by a mysterious woman (Helm). A labyrinthine plot then unfurls involving silk smuggling, a steamship called the S.S. Citadel and an ex-bootlegger named Duke Monette.—Marty McKee <mmckee@soltec.net>

Plot Keywords: detective, partner, young girl, butler, wealthy woman, bootlegger, dark ...

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#15. The Helen Morgan Story (1957)

Storyline: The 1920's and 30's career of singer Helen Morgan is followed from her early days singing outdoors in a carnival, through her speak-easy and chorus-girl days, to her stardom on Broadway in Ziegfeld's "Show Boat". Her involvement with Larry Maddux, a gin-runner and con-man, and Russell Wade, a prominent, married New York lawyer, and her decline thanks to these failed romances and alcohol are punctuated by performances of many of the songs she made famous.—Ron Kerrigan <mvg@whidbey.com>

Plot Keywords: singer, broadway producer, broadway star, bootlegger, boyfriend, alcoholic, bleak ...

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