Owen Wilson's Best Roles, Ranked

If you want to put on a comedy, there's a strong chance one of your favorites is starring Owen Wilson. Throughout his career in Hollywood, the actor has amassed unforgettable feel-good roles and today, we're happily reminiscing on them and ranking all his best ones. Whether it's his effortlessly funny chemistry with frequent co-star Vince Vaughn or even Wilson's character fascinating turn in Midnight in Paris, there's no doubt that the films on this list will surely put a smile on your face.

On top of all that, there's no forgetting the time he worked with none other than Jennifer Lopez for a rom-com that would appeal to all hopeless romantics. Have we jogged your memory? Ready to see what else made it on the list? Keep scrolling for the complete roundup, don't be surprised if you add them all to your queue.

1. Wedding Crashers

We're kicking things off with the beloved Wedding Crashers, which in addition to Wilson, featured a stacked cast including Vaughn, Adams, Isla Fisher, Bradley Cooper, and more. Given all the star power, you'll be laughing out loud in no time!

2. Zoolander

Wilson with Ben Stiller and Will Ferrell? Who wouldn't want to catch that trio in action? The movie has some of the most iconic comedic moments and still holds up to this day. Carve out some time to watch this.

3. Marry Me

Wilson and Lopez couldn't be more adorable in Marry Me. You'll love the fun twists sprinkled throughout the storyline and as a bonus, Lopez puts on a performance as she plays a famous singer in the movie.

4. Midnight in Paris

Imagine being able to travel to Paris, but back to the time when luminaries were living there like Ernest Hemingway and Gertrude Stein. That's exactly what Midnight in Paris is all about—and though it's more offbeat than Wilson's typical comedies—it's fun watching him do something different.

5. Starsky & Hutch

Wilson and Stellar got to show off their killer comedic chemistry in this film adaptation of the original television series of the same name from the '70s. It also has hilarious supporting performances from Vince Vaughn, Juliette Lewis, and Snoop Dogg.

6. You, Me and Dupree

The dazzling Kate Hudson stars with Matt Dillon and a hilarious Wilson in You, Me and Dupree. It's about two newlyweds whose life is turned upside-down when they let Wilson's character Randy Dupree move in with them after he loses his job.

7. Night at the Museum

Wilson and Stiller have done a stunning 12 projects together so far! Here they went again with a family-friendly franchise that'll inspire you to let your imagination run wild during your next trip to the museum.

8. The Internship

Get this, Wilson and Vaughn team up yet again to take over—wait for it—Google, in The Internship. It's a funny romp, with our stars playing recently laid-off salesmen that take low level internships and start competing with other teams of ambitious interns for a coveted full-time job.

9. The Royal Tenenbaums

Next up is a comedy-drama directed by Wes Anderson, that earned Wilson an Oscar nomination for co-writing the screenplay. It's got a star-studded ensemble cast including Danny Glover, Gwyneth Paltrow, Gene Hackman, along with Wilson and his brother Luke.

10. Cars

Last, but not least, Wilson voiced the main role of Lightning McQueen the Cars franchise, which are great films beautifully animated by Pixar. If you have kids, go ahead and have the ultimate movie marathon.

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