Movies like Brewster's Millions

Trading Places offers a hilarious take on the rich-versus-poor trope as two wealthy businessmen swap the lives of a street hustler and an aristocratic broker for a bet. Viewers who enjoyed the rags-to-riches theme and comedic elements of Brewster's Millions will find similar joy in the social experiments and laughs of Trading Places.

Mr. Deeds explores the story of a small-town man who unexpectedly inherits a massive fortune, much like Monty Brewster. Audiences who appreciated the sudden wealth and subsequent challenges in Brewster's Millions will relate to the humor and heartwarming moments as the protagonist navigates his new life.

Blank Check is a whimsical tale about a young boy who accidentally receives a blank check and fills it out for a million dollars, only to discover that the cash comes with its own set of problems. Audiences who favored the financial follies and lighthearted spirit of Brewster's Millions will enjoy this family comedy.

What Happens in Vegas involves two strangers who get married after a drunken night out and win a huge jackpot, entangling them in a series of comedic challenges. Fans of Brewster's Millions will enjoy the mix of fortune and misfortune as the main characters navigate their unexpected new reality.

The Secret of My Success features a young man from Kansas who moves to New York City and climbs the corporate ladder through a series of fortunate events and mistaken identity. Moviegoers who took pleasure in Brewster's Millions's blend of luck, ambition, and comedy will find this film similarly entertaining.

Money Talks combines action and humor when a small-time hustler on the run from the law is forced to work with a TV newsman. Like Brewster's Millions, this film is a rollicking look at unintended wealth and its complications, packed with laughs and entertaining twists.

The Toy follows a rich father who hires an underemployed journalist to be his son's plaything, leading to comedic chaos. Like Brewster's Millions, it digs into themes of wealth and class differences while delivering a hearty dose of humor along the way.