Movies Like Brewster's Millions

If you liked Brewster's Millions (1985), a comedy movie directed by Walter Hill, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Blank Check (1994)
★ 6/10Also comedy
Bullied by his siblings and nagged by his parents, 11-year-old Preston Waters is fed up with his family — especially their frugality. But he gets his chance to teach them a lesson when a money-laundering criminal…
2
Date Night (2010)
★ 6.1/10Also comedy
Phil and Claire Foster fear that their mild-mannered relationship may be falling into a stale rut. During their weekly date night, their dinner reservation leads to their being mistaken for a couple of thieves—and now…
3
The Producers (1968)
★ 7.1/10Also comedy
A conniving Broadway producer and his meek accountant plan to profit from charming wealthy old biddies to invest in an overbudget production, and then put on a sure-fire disaster, so nobody will ask for their money…
4
Tower Heist (2011)
★ 6.1/10Also comedy
A luxury condo manager leads a staff of workers to seek payback on the Wall Street swindler who defrauded them. With only days until the billionaire gets away with the perfect crime, the unlikely crew of amateur…
5
Fun with Dick and Jane (2005)
★ 6.2/10Also comedy
After Dick Harper loses his job at Globodyne in an Enron-esque collapse, he and his wife, Jane, turn to crime in order to handle the massive debt they now face. Two intelligent people, Dick and Jane actually get pretty…
6
The Million Pound Note (1954)
★ 7/10Also comedy
An impoverished American sailor is fortunate enough to be passing the house of two rich gentlemen who have conceived the crazy idea of distributing a note worth one million pounds. The sailor finds that whenever he…
7
Yankee Zulu (1993)
★ 6.2/10Also comedy
Two South African boys, one white, Rhino, and one black, Zulu, go their separate ways after an incident. Many years later, they meet up again as adults, when one, after living for years in the United States, is now a…
8
Ri¢hie Ri¢h (1994)
★ 6/10Also comedy
Billionaire heir Richie Rich has it all, including Reggie Jackson as a batting coach and Claudia Schiffer as a personal trainer -- but no playmates. What's more, scoundrel Laurence Van Dough is scheming to take over…
9
Dirty Rotten Scoundrels (1988)
★ 7.1/10Also comedy
Con artist Lawrence Jamieson is a longtime resident of a luxurious coastal resort, where he enjoys the lavish fruits of his deceptions -- that is, until a competitor, Freddy Benson, shows up. When the new guy's lowbrow…
10
The Distinguished Gentleman (1992)
★ 6/10Also comedy
A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows…
11
The Associate (1996)
★ 6.2/10Also comedy
Laurel Ayres is a businesswoman trying to make it but unfortunately she works at a investment firm where she does all the work but all the senior investors like Frank Peterson grab all the credit. She then leaves and…
12
The Odd Couple (1968)
★ 7.4/10Also comedy
In New York, Felix, a neurotic news writer who just broke up with his wife, is urged by his chaotic friend Oscar, a sports journalist, to move in with him, but their lifestyles are as different as night and day are, so…
13
The Producers (2005)
★ 6.2/10Also comedy
A conniving Broadway producer and his meek accountant plan to profit from charming wealthy old biddies to invest in an overbudget production, and then put on a sure-fire disaster, so nobody will ask for their money…
14
Bullets Over Broadway (1994)
★ 7.1/10Also comedy
After young playwright, David Shayne obtains funding for his play from gangster Nick Valenti, Nick's girlfriend Olive miraculously lands the role of a psychiatrist—but not only is she a bimbo who could never pass for a…
15
Broadway Danny Rose (1984)
★ 7.1/10Also comedy
A hapless talent manager named Danny Rose, by helping a client, gets dragged into a love triangle involving the mob. His story is told in flashback, an anecdote shared amongst a group of comedians over lunch at New…
16
Rat Race (2001)
★ 6.3/10Also comedy
In an ensemble film about easy money, greed, manipulation and bad driving, a Las Vegas casino tycoon entertains his wealthiest high rollers -- a group that will bet on anything -- by pitting six ordinary people against…
17
Cheaper by the Dozen (2003)
★ 6.3/10Also comedy
The Baker brood moves to Chicago after patriarch Tom gets a job coaching football at Northwestern University, forcing his writer wife, Kate, and the couple's 12 children to make a major adjustment. The transition works…
18
The First Wives Club (1996)
★ 6.7/10Also comedy
After years of helping their hubbies climb the ladder of success, three mid-life Manhattanites have been dumped for a newer, curvier model. But the trio is determined to turn their pain into gain. They come up with a…
19
White Chicks (2004)
★ 7/10Also comedy
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…
20
Oscar (1991)
★ 6.4/10Also comedy
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 a legal fashion, Snaps sets…