Movies like The Billionaire (2020)
The best movies like The Billionaire (2020) are Sidewalks of New York (2001), Cyrus (2010) and Father of the Bride (2022). If The Billionaire hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedImagine Me & You (2006)7.6/10 from 1,153 votes
- NewestDani&Billy (2025)Released 2025
Sidewalks of New York (2001)
The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisCyrus (2010)
With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before long, the two are locked in a battle of wits for the woman they both love-and it appears only one man can be left standing when it's over.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisFather of the Bride (2022)
A father comes to grips with his daughter’s upcoming wedding through the prism of multiple relationships within a big, sprawling Cuban-American family.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisYou Will Meet a Tall Dark Stranger (2010)
Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisThe Giant Mechanical Man (2012)
An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Baltimorons (2025)
A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisA California Christmas: City Lights (2021)
Follows Callie and Joseph one year after they fell in love, now running a dairy farm and winery, but their romance is threatened when business and family obligations call Joseph back to the city.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisHe Said, She Said (1991)
Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisFather of the Bride (1950)
Proud father Stanley Banks remembers the day his daughter, Kay, got married. Starting when she announces her engagement through to the wedding itself, we learn of all the surprises and disasters along the way.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisThe Best You Can (2025)
Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisCamille (2008)
A twisted honeymoon adventure about a young couple on their way to Niagara Falls.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisHappythankyoumoreplease (2011)
Six New Yorkers navigate love, commitment, and adulthood. When struggling novelist Sam takes in an abandoned boy he meets on the subway, his life begins to intertwine with a talented singer who challenges his bachelor ways. Meanwhile, his best friend Annie battles alopecia while torn between two drastically different men, and a long-term couple faces a crossroads that could alter their future together.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisEnemies, a Love Story (1989)
A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisDelirious (2007)
Les, a small-time celebrity photographer desperate to make it big, befriends Toby, a homeless young man with no direction except a vague desire to become an actor. When by chance, Toby becomes romantically involved with K'Harma Leeds, the hottest pop star of the moment, Les grows jealous and plots revenge.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisCosi (1996)
Lewis, a young amateur theater director, is offered a job with a governmental program for the rehabilitation of mentally ill patients in a Sydney institution. His project is overrun by one of the patients, who wants to stage the opera Cosi Fan Tutte by Mozart, despite the fact that none of the patients can sing or speak Italian. A comedy of errors ensues, but one which unifies the patients and their director in unexpected ways.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisRosaline (2022)
Left heartbroken after Romeo begins to pursue her cousin Juliet, Rosaline schemes to foil the famous romance and win back her guy in this comedic twist of Shakespeare's Romeo and Juliet.
Why it matches: Recommended by TMDB viewers · both romance & drama
Worth the HypeMovies like thisNothing Like the Holidays (2008)
It’s Christmastime and the far-flung members of the Rodriguez family are converging at their parents’ home in Chicago to celebrate the season and rejoice in their youngest brother’s safe return from combat overseas.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisChéri (2009)
The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisMy Fake Boyfriend (2022)
A young man in a tricky situation follows the advice of his unconventional best friend and uses social media to create a fake boyfriend to keep his awful ex-lover out of his life. But everything backfires when he meets the real love of his life, and breaking up with his fake boyfriend proves hard to do.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisNot Easily Broken (2009)
A car accident and shifting affections test the bond between a married couple.
Why it matches: Recommended by TMDB viewers · both drama & romance
Popcorn FlickMovies like thisShortbus (2006)
In post-9/11 New York City, an eclectic group of citizens find their lives entangled, personally, romantically, and sexually, at Shortbus, an underground Brooklyn salon infamous for its blend of art, music, politics, and carnality.
Why it matches: Similar story and style · both romance & comedy
Popcorn FlickMovies like thisImagine Me & You (2006)
During her wedding ceremony, Rachel notices Luce in the audience and feels instantly drawn to her. The two women become close friends, and when Rachel learns that Luce is a lesbian, she realizes that despite her happy marriage to Heck, she is falling for Luce. As she questions her sexual orientation, Rachel must decide between her stable relationship with Heck and her exhilarating new romance with Luce.
Why it matches: Similar story and style · both drama & comedy
Worth the HypeMovies like thisChasing Amy (1997)
Holden and Banky are comic book artists. Everything is going good for them until they meet Alyssa, also a comic book artist. Holden falls for her, but his hopes are crushed when he finds out she's a lesbian.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like thisShabbat Dinner (2012)
Shabbat Dinner is boring as usual for William Shore. His mother has invited two crazy hippies and their son and is doing her best to show off, his father is drunk and berating their oddball guests, and he doesn't have much in common with their son Virgo. That is, until Virgo tells him that he has just come out as gay.
Why it matches: Similar story and style · both drama & romance
Somewhat Agree (2004)
Jérémie has a job recruiting subjects for testing. He'd rather recruit Rodrigue for something else entirely.
Why it matches: Similar story and style · both romance & comedy
Ever (2014)
While struggling to cope with the death of her boyfriend, a young woman begins to form romantic feelings for her new supportive female friend.
Why it matches: Similar story and style · both drama & romance
Frida (2002)
A biography of artist Frida Kahlo, who channeled the pain of a crippling injury and her tempestuous marriage into her work.
Why it matches: Similar story and style · both drama & romance
Worth the HypeMovies like thisFoam Party! (2017)
A message circulates from mobile phone to mobile phone. A bunch of strangers meet in a mansion. They come searching for sex, but never has an orgy been so full of love.
Why it matches: Similar story and style · both comedy & romance
A Few Feet Away (2025)
Santiago, a 20 year-old twink shaped by the anonymity of the virtual world, becomes frustrated with gay dating apps and starts obsessively looking for a real experience in the Buenos Aires nightlife.
Why it matches: Similar story and style · both comedy & drama
Dani&Billy (2025)
On a mediocre Saturday night, Dani leaves the club to smoke. Not finding his lighter, he approaches a boy who is sitting alone in a corner. Billy not only gives him a light, but asks him to come with him for a walk, thus changing the course of both of their nights.
Why it matches: Similar story and style · both drama & romance
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Frequently asked questions
What are the best movies like The Billionaire?
The closest matches to The Billionaire are Sidewalks of New York (2001), Cyrus (2010) and Father of the Bride (2022). Below are 27 more, each with the reason it matches.
What should I watch after The Billionaire?
Start with Sidewalks of New York (2001), the closest match to The Billionaire.
What is the highest-rated movie like The Billionaire?
Imagine Me & You (2006), rated 7.6/10 by 1,153 TMDB users.
What is the newest movie like The Billionaire?
Dani&Billy (2025) is the most recent release on this list.
Are there English movies like The Billionaire?
Yes: Sidewalks of New York (2001), Cyrus (2010) and Father of the Bride (2022).
How are movies similar to The Billionaire chosen?
First come films that Trakt’s viewers watch alongside The Billionaire, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.