Movies Like Matchup of the Millenium

If you liked Matchup of the Millenium (2000), a movie, 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
The Bugs Bunny/Road Runner Movie (1979)
★ 7.4/10
A collection of Warner Brothers short cartoon features, "starring" the likes of Daffy Duck, Porky Pig and Wile E. Coyote. These animations are interspersed by Bugs Bunny reminiscing on past events and providing links…
2
180° South (2010)
★ 7.2/10
The film follows adventurer Jeff Johnson as he retraces the epic 1968 journey of his heroes Yvon Chouinard and Doug Tompkins to Patagonia.
3
Time Lapse (2014)
★ 6.5/10
Three friends discover a mysterious machine that takes pictures 24 hours into the future and conspire to use it for personal gain, until disturbing and dangerous images begin to develop.
4
A Bad Moms Christmas (2017)
★ 6.3/10
Amy, Kiki and Carla – three under-appreciated and over-burdened women – rebel against the challenges and expectations of the Super Bowl for mothers: Christmas. And if creating a more perfect holiday for their families…
5
Heatwave (2022)
★ 6.2/10
A woman's life takes an unexpected turn when she falls for her boss's wife. She must soon defend herself as she becomes entangled in a web of malice.
6
The Benchwarmers (2006)
★ 5.9/10
A trio of guys try and make up for missed opportunities in childhood by forming a three-player baseball team to compete against standard little league squads.
7
Sleuth (2007)
★ 6.3/10
Locked in a high-tech English manor, bound in a deadly duel of wits, Andrew Wyke and Milo Tindle come together as English gentlemen to discuss the matter of Wyke's wife: the woman both are sleeping with.
8
Kate & Leopold (2001)
★ 6.4/10
When her scientist ex-boyfriend discovers a portal to travel through time -- and brings back a 19th-century nobleman named Leopold to prove it -- a skeptical Kate reluctantly takes responsibility for showing Leopold…
9
Two for the Money (2005)
★ 6.1/10
A former college athlete joins forces with a sports consultant to handicap football games for high-rolling gamblers.
10
Brokeback Mountain (2005)
★ 7.8/10
In 1960s Wyoming, two men develop a strong emotional and sexual relationship that endures as a lifelong connection complicating their lives as they get married and start families of their own.
11
Apple Music Live: Lady Gaga MAYHEM Requiem (2026)
★ 8.3/10
For Apple Music Live, Gaga presents MAYHEM Requiem, a celebration and musical reimagining of MAYHEM.
12
Oslo (2021)
★ 6.6/10
The true story of negotiations between implacable enemies — the secret back-channel talks, unlikely friendships and quiet heroics of a small but committed group of Israelis, Palestinians and one Norwegian couple that…
13
The Brink of War (2026)
★ 6.7/10
President Ronald Reagan races against time to salvage a deal with Soviet leader Mikhail Gorbachev that could dismantle nuclear arsenals—or ignite disaster. With pressure mounting on all sides, every word spoken brings…
14
Bobby Jones: Stroke of Genius (2004)
★ 5.9/10
The story of golf icon and legend, Bobby Jones, who retired from competition at the tender age of 28.
15
My Mom Jayne (2025)
★ 8/10
Through deeply personal interviews with her siblings and an examination of the photographs, letters, and belongings left behind, Mariska assembles a new portrait of her mother Jayne Mansfield, an extraordinary and…
16
Dinner in America (2022)
★ 7.8/10
An on-the-lam punk rocker and a young woman obsessed with a local band go on an unexpected and epic journey together through the decaying suburbs of the American Midwest.
17
The Luckiest Man in America (2025)
★ 6.3/10
1984; Michael Larson, an unemployed ice-cream truck driver from Ohio, steps onto the game show "Press Your Luck" harboring a secret: the key to endless amounts of money. But his winning streak is threatened when the…
18
The Class of ‘92 (2013)
★ 7.1/10
A detailing of the rise to prominence and global sporting superstardom of six supremely talented young Manchester United football players (David Beckham, Nicky Butt, Ryan Giggs, Paul Scholes, Phil and Gary Neville)…
19
What Maisie Knew (2013)
★ 7.1/10
In New York City, six-year-old Maisie is caught in the middle of a bitter custody battle between her self-absorbed parents—an aging rock singer mother and a distracted art dealer father. As both quickly marry new…
20
Taking Care of Business (1990)
★ 6.3/10
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.