SimilarScreen
Free Money

Free Money

Right scheme, wrong guys!

19985.41h 33m

Overview

A deranged prison warden with a nasty habit of killing escapees forces the boyfriends of his teenage twin daughters into a shotgun wedding, after they claim to be pregnant. All hope seems lost, until the husbands hatch a madcap plan to rob a money train to freedom.

Directed by Yves Simoneau
Written by Joseph Brutsman, Tony Peck
0

Top Cast

Marlon Brando

Marlon Brando

Warden Sven 'The Swede' Sorenson

Donald Sutherland

Donald Sutherland

Judge Rausenberg

Charlie Sheen

Charlie Sheen

Bud Dyerson

Thomas Haden Church

Thomas Haden Church

Larry

Mira Sorvino

Mira Sorvino

Agent Karen Polarski

Martin Sheen

Martin Sheen

Guard

David Arquette

David Arquette

Ned Jebee

Jean-Pierre Bergeron

Jean-Pierre Bergeron

Lauter

Rémy Girard

Rémy Girard

Louis

Roc LaFortune

Roc LaFortune

Dwayne

Themes & Keywords

prisonfbitrainprison break

About Free Money

Free Money is a comedy, crime, thriller film released in 1998 exploring themes of prison, fbi, train, prison break. Directed by Yves Simoneau, it stars Marlon Brando, Donald Sutherland, Charlie Sheen. A deranged prison warden with a nasty habit of killing escapees forces the boyfriends of his teenage twin daughters into a shotgun wedding, after they claim to be pregnant. All hope seems lost, until the husbands hatch a madcap plan to rob a money train to freedom.

Movies Similar to Free Money

Discover titles like Free Money — ranked by similarity and community votes

We found 15 movies similar to Free Money

If you enjoyed Free Money, you'll love these handpicked recommendations. Each title below shares similar themes, tone, and storytelling style. Our algorithm analyzes genres, keywords, director filmography, and cast connections to find the closest matches. Whether you're looking for the same emotional depth, narrative structure, or visual style, these picks are curated to deliver the best viewing experience for fans of Free Money.

Get Hard
39% Match

Get Hard(2015)

Movie6.0/10

When millionaire hedge fund manager James is convicted of fraud and sentenced to a stretch in San Quentin, the judge gives him one month to get his affairs in order. Knowing that he won't survive more than a few minutes in prison on his own, James desperately turns to Darnell-- a black businessman who's never even had a parking ticket -- for help. As Darnell puts James through the wringer, both learn that they were wrong about many things, including each other.

White Heat
38% Match

White Heat(1949)

Movie7.7/10

A psychopathic criminal with a mother complex makes a daring break from prison and then leads his old gang in a chemical plant payroll heist. After the heist, events take a crazy turn.

Now You See Me 2
37% Match

One year after outwitting the FBI and winning the public’s adulation with their mind-bending spectacles, the Four Horsemen resurface only to find themselves face to face with a new enemy who enlists them to pull off their most dangerous heist yet.

Bandits
36% Match

Bandits(2001)

Movie6.3/10

After escaping from prison, Joe and Terry go on a crime spree, robbing banks through Oregon and California in order to finance their scheme for a new life south of the border. Unfortunately, things get more complicated when they meet Kate, who runs into them with her car. She joins the bandits on their cross-country spree, and eventually she steals something, too: their hearts.

The Old Man & the Gun
36% Match

The true story of Forrest Tucker, from his audacious escape from San Quentin at the age of 70 to an unprecedented string of heists that confounded authorities and enchanted the public. Wrapped up in the pursuit are a detective, who becomes captivated with Forrest’s commitment to his craft, and a woman, who loves him in spite of his chosen profession.

Ernest Goes to Jail
33% Match

Bumbling bank janitor Ernest P. Worrell is assigned to jury duty, and soon finds himself in trouble when he is covertly switched with a look-a-like crime boss. Ernest must escape from jail to expose the mix-up.

Collateral
32% Match

Collateral(2004)

Movie7.2/10

Cab driver Max picks up a man who offers him $600 to drive him around. But the promise of easy money sours when Max realizes his fare is an assassin.

Analyze That
32% Match

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 serious help himself as he has inherited the family practice, as well as an excess stock of stress.

Big Stan
31% Match

Big Stan(2007)

Movie6.6/10

A weak con man panics when he learns he's going to prison for fraud. He hires a mysterious martial arts guru who helps transform him into a martial arts expert who can fight off inmates who want to hurt or love him.

Instinct
31% Match

Instinct(1999)

Movie6.5/10

In a prison for the criminally insane, deranged anthropologist Ethan Powell is set to be examined by a bright young psychiatrist, Theo Caulder. Driven by ambition and a hunger for the truth, Caulder will eventually risk everything—even put his very life on the line—in a harrowing attempt to understand the bizarre actions of this madman.

White Chicks
27% Match

Two FBI agent brothers, Marcus and Kevin Copeland, accidentally foil a drug bust. To avoid being fired they accept a mission escorting a pair of socialites to the Hamptons--but when the girls are disfigured in a car accident, they refuse to go. Left without options, Marcus and Kevin decide to pose as the sisters, transforming themselves from black men into rich white women.

Drillbit Taylor
26% Match

Dealing with a sociopathic school bully, three high school freshmen hire a low-budget bodyguard to protect them, not realizing he is just a homeless beggar and petty thief looking for some easy cash.

Bad Boys
26% Match

Bad Boys(1983)

Movie7.0/10

Mick O'Brien is a young Chicago street thug torn between a life of petty crime and the love of his girlfriend. But when the heist of a local drug dealer goes tragically wrong Mick is sentenced to a brutal juvenile prison where violence is a rite of passage and respect is measured in vengeance.