Movies Like Brewster's Millions
If you loved Brewster's Millions's Comedy storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.
★ Top Picks
Blank Check
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 nearly bulldozes Preston with his car and compensates the boy with a blank check. Preston makes the check out for $1 million and goes on a spending spree he'll never forget.
The Brothers Bloom
The Brothers Bloom are the best con men in the world, swindling millionaires with complex scenarios of lust and intrigue. Now they've decided to take on one last job – showing a beautiful and eccentric heiress the time of her life with a romantic adventure that takes them around the world.
Maid in Manhattan
Marisa Ventura is a struggling single mom who works at a posh Manhattan hotel and dreams of a better life for her and her young son. One fateful day, hotel guest and senatorial candidate Christopher Marshall meets Marisa and mistakes her for a wealthy socialite. After an enchanting evening together, the two fall madly in love. But when Marisa's true identity is revealed, issues of class and social status threaten to separate them. Can two people from very different worlds overcome their differences and live happily ever after?
The Producers
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 back — and what's more disastrous than a tasteless musical celebrating Adolf Hitler.
Date Night
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 a number of unsavoury characters want Phil and Claire killed.
The Devil and Miss Jones
The wealthiest man in the world, John P. Merrick, is a private person who likes to stay anonymous. One of his many assets is Neeley's Department Store. There is labor unrest at the store, and the employees' anger is directed at him, who they hang in effigy outside the store despite not knowing what he looks like. Merrick, not happy at what he sees going on, decides to mete out the rabble-rousers. So he goes undercover as a sales clerk in the shoe department.
Tower Heist
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 thieves enlists the help of petty crook Slide to steal the $20 million they’re sure is hidden in the penthouse.
More Movies Like Brewster's Millions
Mr. Deeds
When Longfellow Deeds, a small-town pizzeria owner and poet, inherits $40 billion from his deceased uncle, he quickly begins rolling in a different kind of dough. Moving to the big city, Deeds finds himself besieged by opportunists all gunning for their piece of the pie. Babe, a television tabloid reporter, poses as an innocent small-town girl to do an exposé on Deeds.
Confessions of a Shopaholic
In the glamorous world of New York City, Rebecca Bloomwood is a fun-loving girl who is really good at shopping – a little too good, perhaps. She dreams of working for her favorite fashion magazine, but can't quite get her foot in the door – until ironically, she snags a job as an advice columnist for a financial magazine published by the same company.
Uncle Drew
Uncle Drew recruits a squad of older basketball players to return to the court to compete in a tournament.
Fun with Dick and Jane
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 good at robbing people and even enjoy it -- but they have second thoughts when they're reminded that crime can hurt innocent people. When the couple hears that Globodyne boss Jack McCallister actually swindled the company, they plot revenge.
For Love or Money
New York concierge Doug Ireland wants to go into business for himself and refurbish a hotel on Roosevelt Island, N.Y., but he needs an investor. With a few weeks left before his option on the site runs out, Doug agrees to help wealthy Christian Hanover conceal his affair with salesgirl Andy Hart from his wife. Despite his own attraction to Andy, Doug tries to stay focused on getting Christian to invest $3 million in his project.
Overboard
Heiress Joanna Stayton hires carpenter Dean Proffitt to build a closet on her yacht—and refuses to pay him for the project when it's done. But after Joanna accidentally falls overboard and loses her memory, Dean sees an opportunity to get even.
Easy Living
J.B. Ball, a rich financier, gets fed up with his free-spending family. He takes his wife's just-bought (very expensive) sable coat and throws it out the window, it lands on poor hard-working girl Mary Smith. But it isn't so easy to just give away something so valuable, as he soon learns.
The Million Pound Note
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 tries to use the note to buy something, people treat him like a king and let him have whatever he likes for free. Ultimately, the money proves to be more troublesome than it is worth when it almost costs him his dignity and the woman he loves.
The Hudsucker Proxy
A naive business graduate is installed as president of a manufacturing company as part of a stock scam.
Dirty Rotten Scoundrels
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 tactics impinge on his own sophisticated work and believing him to be the infamous conman 'The Jackal', Lawrence resolves to get rid of him. Confident of his own duplicitous talents, he challenges Freddy to a winner-takes-all competition: whoever swindles their latest mark, American heiress Janet Colgate, out of $50,000 first can stay, while the other must leave town.
Dancing Lady
Janie lives to dance and will dance anywhere, even stripping in a burlesque house. Tod Newton, the rich playboy, discovers her there and helps her get a job in a real Broadway musical being directed by Patch. Tod thinks he can get what he wants from Janie, Patch thinks Janie is using her charms rather than talent to get to the top, and Janie thinks Patch is the greatest. Steve, the stage manager, has the Three Stooges helping him manage all the show girls. Fred Astaire and Nelson Eddy make appearances as famous Broadway personalities.
Coming to America
An African prince decides it’s time for him to find a princess... and his mission leads him and his most loyal friend to Queens, New York. In disguise as an impoverished immigrant, the pampered prince quickly finds himself a new job, new friends, new digs, new enemies and lots of trouble.
Why These Movies Are Similar
These recommendations share core qualities with Brewster's Millions (1985): Comedy themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of Brewster's Millions.
See full details for Brewster's Millions (1985)