Led by Owen Wilson and Jason Sudeikis, the Hall Pass cast features some acclaimed actors playing the film’s zany comic characters. Directed by the Farrelly brothers, Hall Pass revolves around two men who have become disillusioned with married life and are granted “hall passes” by their wives, freeing them of all marital obligations for one week. It’s a cross between a sex romp like Wedding Crashers and a comedy about middle age like This is 40. From the lead characters’ wives to their group of friends to the various single women they try to pick up, the Hall Pass cast has plenty of memorable supporting players.

While Hall Pass was initially met with mixed reviews from critics when it was released in 2011, it became a modest box office success (via Box Office Mojo). Wilson and Sudeikis anchor the movie with palpable on-screen chemistry as a pair of best friends, and they’re surrounded by some famous faces in supporting roles. The Hall Pass cast includes both renowned comedy talent, like J.B. Smoove and Stephen Merchant, and more traditional dramatic actors letting loose with a comedic role, like Richard Jenkins.

Owen Wilson As Rick Mills

Rick Mills, one of the jaded husbands who are given the titular “hall pass” to sleep around for a week, is played by Wilson. Wilson is best known for his roles in Wes Anderson films, like Dignan in Bottle Rocket, Eli Cash in The Royal Tenenbaums, and Francis Whitman in The Darjeeling Limited (arguably Anderson’s most underrated movie). He’s also a member of the “Frat Pack” with high-profile comedy roles like Hansel in Zoolander and John Beckwith in Wedding Crashers. Wilson plays the starring role of TVA bureaucrat Mobius M. Mobius in the Marvel Cinematic Universe series Loki on Disney+.

Jason Sudeikis As Fred Searing

Sudeikis is the co-lead of the Hall Pass cast as Fred Searing, Rick’s best friend who is also given a “hall pass” by his wife. The actor first rose to prominence as a cast member on Saturday Night Live from 2005 to 2013. He gained further recognition as the co-creator and star of the Apple TV+ sports comedy series Ted Lasso. Sudeikis has also played recurring TV characters like Floyd DeBarber in 30 Rock and Schmitty in It’s Always Sunny in Philadelphia. His other film roles include David Clark in We’re the Millers and Kurt Buckman in the Horrible Bosses movies.

Jenna Fischer As Maggie Mills

Rick’s compassionate wife, Maggie, is played by Jenna Fischer. Fischer is best known for her role as The Office's best receptionist Pam Beesly, for which she earned an Emmy nomination. She co-hosts the podcast Office Ladies with former co-star Angela Kinsey, on which they reflect on their experiences working on the show. Fischer’s other movie roles besides Maggie in Hall Pass include Katie Van Waldenberg in Blades of Glory and Darlene Madison Cox in Walk Hard: The Dewey Cox Story. She published her first book, The Actor’s Life: A Survival Guide, in 2017.

Christina Applegate As Grace Searing

Christina Applegate appears in the Hall Pass cast as Grace Searing, Fred’s wisecracking wife who gives him (and herself) a “hall pass.” Applegate first gained recognition with her role as Kelly Bundy in the sitcom Married... with Children. She’s also known for playing Veronica Corningstone in the Anchorman movies, Gwendolyn James in the Bad Moms movies, and widow Jen Harding in the Netflix dark comedy series Dead to Me. Applegate won an Emmy for her guest role as Rachel Green’s shallow sister Amy in Friends. She previously co-starred with Sudeikis in The Rocker and Going the Distance.

Stephen Merchant As Gary Putney

Gary Putney, Rick and Fred’s friend who joins them in their quest to meet women, is played by Stephen Merchant. Merchant got his start as the co-creator of the sitcoms The Office and Extras with Ricky Gervais. He later co-created and starred in the HBO comedy series Hello Ladies as Stuart Pritchard, and made his solo directorial debut with the wrestling biopic Fighting with My Family. Merchant’s other acting roles include the mutant Caliban in the acclaimed R-rated superhero movie Logan, Nazi Gestapo leader Captain Deertz in the World War II satire Jojo Rabbit, and the voice of the “Intelligence dampening sphere” Wheatley in the video game Portal 2.

Nicky Whelan As Leigh

Nicky Whelan appears in the Hall Past cast as Leigh, the friendly barista who Rick takes a romantic interest in. Whelan is best known for her role as Pepper Steiger in the long-running Australian soap opera Neighbours. She went on to play medical student Maya in the final season of Scrubs. Her other movie roles include Nadia in The Wedding Ringer, Pun-Isher in The Binge, and Hattie Durham in the film adaptation of Left Behind. As a model, Whelan has appeared in the Australian magazines FHM, Ralph, and Inside Sport.

Richard Jenkins As Coakley

Rick and Fred’s freewheeling bachelor friend Coakley is played by Richard Jenkins. Jenkins is best known for playing the late patriarch Nathaniel Fisher on the classic HBO drama series Six Feet Under. He also played Giles in The Shape of Water, Senator Al Willis in Kong: Skull Island, and Professor Walter Vale in The Visitor. While Jenkins is primarily known for dramatic roles, he has played characters in comedy movies like Dr. Robert Doback in Step Brothers and Ted Treffon in Burn After Reading. He previously worked with the Farrelly brothers when he played a psychiatrist in There’s Something About Mary and Agent Boshane in Me, Myself & Irene.

Hall Pass Supporting Cast & Characters

J.B. Smoove as Flats: Rick and Fred’s friend Flats is played by J.B. Smoove. Smoove got his start with an appearance on Def Comedy Jam in 1995, after which he took a job as a writer and performer on Saturday Night Live. He’s best known for the role of Larry David’s scheming roommate Leon Black in Curb Your Enthusiasm.

Larry Joe Campbell as Hog Head: Larry Joe Campbell plays Rick and Fred’s friend, Hog Head. Campbell is best known for his recurring TV roles as Andy in According to Jim, Greg Kavanagh in American Vandal, and Admiral Louis Biffoont in Space Force.

Derek Walters as Brent: Derek Walters appears in the Hall Pass cast as Brent, the vindictive barista who competes with Rick for Leigh’s affection. Walters has earned eight Emmy nominations for his work on Drunk History. He’s also known for his regular TV roles as Phil in Mythic Quest, Jarrison in Suburgatory, and Lewis in Married to the Kellys.

Tyler Hoechlin as Gerry: Tyler Hoechlin plays Grace’s younger love interest, Gerry. Hoechlin first gained recognition with his role as Michael Sullivan Jr. in the gangster movie Road to Perdition. He also plays Superman in the Arrowverse shows Supergirl and Superman & Lois.

Bruce Thomas as Coach Rick Coleman: Coach Rick Coleman, Gerry’s coach who takes a romantic interest in Maggie, is played by Bruce Thomas. Thomas is best known as the motion-capture actor of Master Chief in Halo 4, Halo 5: Guardians, and Halo Infinite. He gained further recognition for playing Batman in a series of commercials for General Motors’ OnStar service.

Alexandra Daddario as Paige: Rick’s kids’ babysitter, Paige, is played by Alexandra Daddario. Daddario got her breakthrough with the role of Annabeth Chase in the Percy Jackson franchise. She went on to play such film roles as Heather Miller in Texas Chainsaw 3D, Blake Gaines in San Andreas, and Summer Quinn in Baywatch. Daddario is also known for playing the well-dressed Rachel Patton in The White Lotus season 1.

Kristin Carey as Aunt Meg: Kristin Carey joined the Hall Pass cast as Meg, Paige’s hard-partying aunt. On TV, Carey has played Zelda Telesco in General Hospital and Brooke Foster in Scandal season 2. She reunited with Peter Farrelly to play Mrs. Minogue in The Greatest Beer Run Ever.