In ascending order, here’s our ranking of the 20 best Jennifer Aniston movies.

Best Jennifer Aniston movies

20. She’s Funny That Way (2015)

Peter Bogdanovich’s homage to the classic Hollywood screwball rom-coms he adores could have been laugh-out-loud-funnier, but it’s consistently entertaining thanks to an incredible cast that includes Owen Wilson, Kathryn Hahn, Will Forte, Imogen Poots, Illeana Douglas and Cybill Shepherd.

19. Just Go With It (2011) 

One of the top Adam Sandler and Jennifer Aniston movies team-ups, and also starring an admirably inspired, go-for-broke Nicole Kidman,  this breezy, re-watchable romantic comedy is all about a plastic surgeon pretending to be married to his loyal assistant while on Hawaii holiday.

18. Derailed (2005)

Aniston stars opposite Clive Owen in a dark, actually rather grimy thriller about infidelity that leads to a dangerous extortion plot. Derailed is ultimately a swing and a miss at proper neo-noir, but the performances make it an absorbing enough watch.

17. Picture Perfect (1997)

Aniston stars opposite Jay Mohr, Kevin Bacon, Ileana Douglas and Olympia Dukakis in a rom-com about a career-driven ad exec who feigns marriage in hopes of upward mobility at work. It’s far-fetched, but charming and nostalgia-inducing. It’s very ’90s.

16. The Break-Up (2005) 

Peyton Reed (Ant-Man, Down With Love) directs Jennifer Aniston and Vince Vaughn in a rom-com about a split that gets uglier and nastier as both parties attempt to keep their shared luxury condo. Despite mixed reviews, The Break-Up was a considerable hit, grossing over $205 million.

15. Dumplin’ (2018) 

Aniston stars opposite Danielle Macdonald (Patti Cake$, Bird Box) in a coming-of-age comedy from the YA novel of the same name. Set in rural Texas, Dumplin’ is about a plus-sized teen who signs up for her mother’s beauty pageant in protest, incidentally revolutionizing the enterprise. Dolly Parton and Linda Perry’s song “Girl in the Movies” was nominated for Grammy and Golden Globe awards.

14. Office Christmas Party (2016)

It’s shaggy and not particularly substantial, but there are undeniably some big laughs in this ensemble comedy diversion, with Jennifer Aniston teaming up with Jason Sudeikis, Olivia Munn and Kate McKinnon. Jillian Bell steals every scene she’s in as a psychotic pimp named Trina.

13. We’re the Millers (2013)

A stellar Jennifer Aniston and Jason Sudeikis movie, it also stars Emma Roberts and Will Poulter, and is a R-rated road-trip romp about misfit neighbors who embark on a cross-country pot deal. It was a substantial box-office hit, and continues to be popular on TV and home video. Let’s be real, though: What’s the scene everyone remembers from We’re The Millers? Aniston performs a striptease routine for the books, looking gorgeous and impeccably fit. It’s mesmerizing stuff.

12. Wanderlust (2012)

Co-produced by Judd Apatow, Wanderlust stars Jennifer Aniston and Paul Rudd as an NYC couple who happen upon a clothing-optional hippie commune. Their affable chemistry drives the picture.

11. Rock Star (2001)

Originally titled Metal God, this musical dramedy stars Mark Wahlberg and is loosely based on the true story of Judas Priest singer Tim “Ripper” Owens. Wahlberg plays a tribute band singer who gets a big break; Aniston plays his girlfriend.

10. The Object of My Affection (1998)

In this hit dramedy that sees Jennifer Aniston paired with Paul Rudd, she plays a social worker who falls in love with her gay friend—Rudd. The movie doesn’t go as deep as it should into the themes it deals with, and not everything about it has aged gracefully, but as in Wanderlust, these stars’ chemistry and charms are a pleasure to witness.

9. Bruce Almighty (2003)

With a first-rate cast that also includes Jim Carrey, Morgan Freeman and Steve Carell, and a great high-concept premise (an everyman obtains the almighty powers of God), Bruce Almighty should have been flat-out great. Instead, it’s a pleasurable, occasionally corny comedy with good performances and some truly hilarious bits. It was a smash hit, grossing nearly half a billion dollars.

8. Cake (2014)

Though this addiction drama was met with mixed reviews, Aniston’s performance as a woman long-suffering from chronic pain was widely hailed. She earned Golden Globe and SAG Awards nominations. If the movie were as good as the performance, it’s easy to fathom an Oscar nod would have happened.

7. Life of Crime (2013)

Based on Elmore Leonard’s novel The Switch, this underrated comedic crime picture, about a botched kidnapping, features characters who appeared in Quentin Tarantino’s Jackie Brown (based on Leonard’s Rum Punch).

6. Marley & Me (2008)

Based on a true story and a bestselling memoir, Marley & Me stars Aniston and Owen Wilson as newlyweds who adopt a yellow Labrador pup named Marley. The dog causes plenty of mischief, and also—as dogs do, brings out the very best in his family. This sweet family film struck a chord, and was a behemoth at the U.S. holiday season box office.

5. Friends With Money (2006)

Nicole Holofcener makes some of the finest, most perceptive modern films about what real women’s lives look like. Though it’s not on the same level as her Lovely and Amazing or Enough Said, this friendship dramedy has plenty of truth bombs and humor. Aniston plays a cash-strapped maid who envies the security of her well-off friends, played by Catherine Keener, Joan Cusack and Frances McDormand.

4. Horrible Bosses (2011)

Aniston really gets to let her hair down in this raunchy dark crime comedy opposite Jason Bateman, Charlie Day, Colin Farrell, Jason Sudeikis and Jamie Foxx. She sinks her teeth into the part of a sexually aggressive dentist, and she insisted on wearing a brown wig so the character looked different than any other role she’d played. Horrible Bosses is a really funny movie, and it was a big hit. Still, there’s no doubt Aniston is the best part of the enterprise, and she’s what you remember long after you’ve watched it.

3. Office Space (1999)

If you can believe it, Mike Judge’s workplace comedy, about software company employees who hate their jobs, was a box-office disappointment when it came out. Thanks in part to a TV rediscovery on Comedy Central, Office Space has since become an oft-referenced and much-memed cult classic. Aniston is completely hilarious here. She shows a lot of flair.

2. The Iron Giant (1999)

A critically adored box-office dud in 1999, Brad Bird’s directorial debut is now considered an essential family classic. The Iron Giant is an animated sci-fi picture about a boy who befriends a gigantic metal robot from space. Aniston’s voice work brings warmth, humor and heart to the role of the boy’s mother.

1. The Good Girl (2002)

Written by the always-brilliant Mike White and directed by his frequent collaborator Miguel Arteta, this wonderful independent dark dramedy is the best-ever big-screen showcase of Aniston’s unique, layered talents. She dazzles as a trapped, lonely small-town discount store employee who falls for a restless coworker (Jake Gyllenhaal). The Good Girl is biting and hilarious, and also poignant and sweet. Aniston masters all of the emotional terrain. Honorable movie mentions starring Jennifer Aniston: war drama The Yellow Birds, guilty pleasure slasher classic Leprechaun (her first film role). And, if you’re looking for Jennifer Aniston in a TV show, check out AppleTV+’s The Morning Show, alongside a stellar cast including Steve Carell and her former Friends’ lil sister Reese Witherspoon, you won’t be disappointed. What’s your favorite Jennifer Aniston movie? Think we missed one here? Sound off in the comments. 

Best Jennifer Aniston Movies  Ranked - 16