Matt Damon and Ben Affleck are one of Hollywood’s most celebrated creative partners. When they first met, Affleck was just eight and Damon ten. They began pursuing acting together as teenagers.
And now, decades later, they have established themselves as some of the industry’s biggest stars. Along the way, they have had numerous collaborations. From Oscar-winning classics to overlooked gems, here is every time Matt Damon and Ben Affleck have collaborated in a movie, ranked.
13. Field Of Dreams (1989)
Matt Damon and Ben Affleck shared the screen for the first time in this Kevin Costner sports drama. The duo appeared in an uncredited scene filmed at Fenway Park. They were among hundreds of extras chosen to fill the stadium bleachers during production.
Though their roles were barely noticeable, ‘Field of Dreams’ still deserves a shoutout for marking the beginning of their Hollywood journey together. It was a humble gig, but also the first step in their decades-long partnership.
12. The Third Wheel (2002)
The duo got the chance for a small but memorable collaboration in the romantic comedy ‘The Third Wheel’, starring Luke Wilson and Denise Richards. Affleck had a brief supporting role as one of Wilson’s friends, Michael, who encourages his character to finally ask out his coworker, played by Richards.
Meanwhile, Damon makes an even shorter cameo that lasts only a moment in the role of Kevin, an unbearable ex-boyfriend. Somehow, he manages to be absolutely menacing in the very short amount of screen time he was given.
11. Glory Daze (1995)
‘Glory Daze’ marked Ben Affleck’s first leading role as Jack Freeman, a UC Santa Cruz student struggling to move on after a breakup while also facing the uncertainty of graduating from college.
Matt Damon appears as one of Jack’s former roommates in a small, non-speaking role that is easy to miss. ‘Glory Daze’ remains a forgotten indie comedy, but it also offers a glimpse of the natural chemistry the duo shared from the start.
10. Jersey Girl (2004)
‘Jersey Girl’ was one of several collaborations between Matt Damon, Ben Affleck, and writer-director Kevin Smith. Affleck leads the movie as a widowed father struggling with the loss of his wife while balancing raising his young daughter and rebuilding his career.
Damon appears in a brief but entertaining cameo as a public relations executive interviewing Affleck’s character for a job. It is a very short scene but remains memorable among fans.
9. School Ties (1992)
‘School Ties’ had a very impressive cast, including Matt Damon, Brendan Fraser, Chris O’Donnell, and Cole Hauser. Damon plays the role of an ambitious rival to Fraser’s protagonist at an elite prep school.
Affleck appears in an even smaller supporting role as Chesty Smith. Having attended the same high school in Cambridge, Massachusetts, the lifelong friends were still early in their careers in this film. But just a few years later, both would become Hollywood stars because of ‘Good Will Hunting’.
8. Jay And Silent Bob Reboot (2019)
Kevin Smith reunited Matt Damon and Ben Affleck once again in ‘Jay and Silent Bob Reboot’, returning to the View Askewniverse. Affleck reprised his role as Holden McNeil, the comic book creator he first portrayed in ‘Chasing Amy’.
Damon also made a brief appearance, returning as Loki, the fallen angel from ‘Dogma’. The duo only had a brief cameo, but it was filled with the nostalgia and humour that made the original so legendary.
7. Chasing Amy (1997)
‘Chasing Amy’ was Ben Affleck’s first breakthrough as a leading man, with the actor starring as comic book creator Holden McNeil, whose romance with a lesbian person leads to an ultimately doomed relationship.
Matt Damon makes a brief cameo in his best friend’s movie as a company executive. The collaboration marked another important milestone in the duo’s acting careers.
6. Jay And Silent Bob Strike Back (2001)
‘Jay and Silent Bob Strike Back’ might just be the funniest collaboration between Matt Damon, Ben Affleck, and Kevin Smith. Affleck brings back his ‘Chasing Amy’ character, Holden McNeil, and later even appears as himself.
The duo even parody a fake sequel to their Oscar-winning movie, naming it ‘Good Will Hunting 2: Hunting Season’. The way they portray heightened versions of themselves alone makes it one of their most legendary moments.
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5. The Rip (2026)
Matt Damon and Ben Affleck’s latest on-screen collaboration is the tense crime thriller ‘The Rip’, in which they star alongside Steven Yeun and Teyana Taylor. The story follows a team of police officers whose lives unravel after discovering millions of dollars in hidden cash.
The film is built around edge-of-your-seat suspense, and their chemistry just compliments it so much. We can see how it is a culmination of their years of experience working together.
4. The Last Duel (2021)
For the first time since ‘Good Will Hunting’, Matt Damon and Ben Affleck reunited as both writers and co-stars in ‘The Last Duel’. This time, they collaborated with Oscar-nominated writer Nicole Holofcener and got even Ridley Scott on board as director.
The movie is a historical epic set in medieval France and follows the story of a knight and a squire’s judicial duel. Though the movie performed poorly at the box office, their strong creative partnership that made ‘Good Will Hunting’ such a classic is still on full display.
3. Air (2023)
Ben Affleck stepped behind the camera to direct ‘Air’, once again teaming up with Matt Damon on screen. The biographical drama chronicles Nike’s pursuit of rookie basketball sensation Michael Jordan and the landmark deal that created the iconic Air Jordan.
Damon delivers a standout performance as marketing executive Sonny Vaccaro, while Affleck brilliantly plays Nike co-founder Phil Knight. Their effortless chemistry is what really makes the movie work.
2. Dogma (1999)
‘Dogma’ remains Matt Damon and Ben Affleck’s finest collaboration within Kevin Smith’s View Askewniverse. The religious satire casts the duo as Loki and Bartleby, two fallen angels determined to return to heaven regardless of the chaos they leave behind.
The movie also boasts a stunning cast, including Linda Fiorentino, Salma Hayek, Jason Lee, Jason Mewes, Alan Rickman, and Chris Rock. Along with so many memorable performances, it is packed with witty dialogue and commentary that remain just as biting today.
1. Good Will Hunting (1997)
No Matt Damon and Ben Affleck collaboration can top ‘Good Will Hunting’, the film that defined their careers and cemented their place in Hollywood. After beginning the screenplay in 1994, the childhood friends saw their passion project become both a critical and a commercial hit.
At the 1998 Academy Awards, they won the Oscar for Best Original Screenplay, while co-star Robin Williams earned Best Supporting Actor. Damon shines as troubled math prodigy Will Hunting, with Affleck as his fiercely loyal best friend, Chuckie Sullivan.
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