Movies Like Brewster's Millions

If you liked Brewster's Millions (1945), a comedy movie directed by Allan Dwan, 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
Brewster's Millions (1985)
★ 6.6/10Also comedy
Monty Brewster, an aging minor-league baseball player, stands to inherit $300 million if he can successfully spend $30 million in 30 days without anything to show for it, and without telling anyone what he's up to... A…
2
The Family Jewels (1965)
★ 6.5/10Also comedy
A young heiress must choose between six uncles, one of which is up to no good and out to harm the girl's beloved bodyguard who practically raised her.
3
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…
4
Johnny English Strikes Again (2018)
★ 6.3/10Also comedy
Disaster strikes when a criminal mastermind reveals the identities of all active undercover agents in Britain. The secret service can now rely on only one man - Johnny English. Currently teaching at a minor prep…
5
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…
6
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…
7
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…
8
The Honey Pot (1967)
★ 6.5/10Also comedy
In Venice, a millionaire hires an actor to help him prank three greedy exes into thinking he's dying and leaving his fortune to one of them.
9
The Twelve Chairs (1970)
★ 6.2/10Also comedy
In 1920s Soviet Russia, a fallen aristocrat, a priest and a con artist search for a treasure of jewels hidden inside one of twelve dining chairs, lost during the revolution.
10
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…
11
Good Neighbor Sam (1964)
★ 6.6/10Also comedy
To help his divorced neighbor claim a substantial inheritance, a family man poses as her husband. The ruse spills over into his career in advertising, and his recent promotion relies on his wholesome and moral…
12
LEGO Marvel Avengers: Mission Demolition (2024)
★ 6.5/10Also comedy
A young, aspiring hero and superhero fan inadvertently unleashes a powerful new villain looking to rid the world of the Avengers.
13
Diary of a Wimpy Kid: Rodrick Rules (2011)
★ 6.7/10Also comedy
Wimpy Greg Heffley, now in seventh grade, thinks he has it all together. He has mastered middle school and gotten rid of the Cheese Touch. However, Greg's older brother, Rodrick, is itching to cut him down to size. He…
14
MouseHunt (1997)
★ 6.6/10Also comedy
Down-on-their luck brothers, Lars and Ernie Smuntz, aren't happy with the crumbling old mansion they inherit... until they discover the estate is worth millions. Before they can cash in, they have to rid the house of…
15
Peter Rabbit 2: The Runaway (2021)
★ 7/10Also comedy
Peter Rabbit runs away from his human family when he learns they are going to portray him in a bad light in their book. Soon, he crosses paths with an older rabbit who ropes him into a heist.
16
Uncle Drew (2018)
★ 6.6/10Also comedy
Uncle Drew recruits a squad of older basketball players to return to the court to compete in a tournament.
17
Beau Hunks (1931)
★ 6.8/10Also comedy
Stan and Ollie join the French Foreign Legion after Ollie's sweetheart rejects him.
18
Dennis the Menace (1993)
★ 5.9/10Also comedy
Mr. Wilson's ever-present annoyance comes in the form of one mischievous kid named Dennis. But he'll need Dennis's tricks to uncover a collection of gold coins that go missing when a shady drifter named Switchblade Sam…
19
The Pink Panther Strikes Again (1976)
★ 6.9/10Also comedy
Charles Dreyfus, who has finally cracked over inspector Clouseau's antics, escapes from a mental institution and launches an elaborate plan to get rid of Clouseau once and for all.
20
Teen Titans Go! vs. Teen Titans (2019)
★ 7.5/10Also comedy
The comedic modern-day quintet takes on their 2003 counterparts when villains from each of their worlds join forces to pit the two Titan teams against each other. They'll need to set aside their differences and work…