Brooke Meyers

Jennifer Aniston

Acting

Gary Grobowski

Vince Vaughn

Acting

Addie

Joey Lauren Adams

Acting

Wendy Meyers

Ann-Margret

Acting

Riggleman

Jason Bateman

Acting

Marilyn Dean

Judy Davis

Acting

Dennis Grobowski

Vincent D'Onofrio

Acting

Johnny O

Jon Favreau

Acting

Lupus Grobowski

Cole Hauser

Acting

Richard Meyers

John Michael Higgins

Acting

Christopher

Justin Long

Acting

Carson Wigham

Ivan Sergei

Acting

Date (Paul)

Keir O'Donnell

Acting

Date (Mike)

Geoff Stults

Acting

Howard Meyers

Vernon Vaughn

Acting

Carol Grobowski

Elaine Robinson

Acting

Mrs. Grobowski

Jane Alderman

Production

Shondra

Jacqueline Williams

Acting

Andrew

Peter Billingsley

Acting

Diane

Jane Hu

Acting

Jen

Rebecca Spence

Acting

Mischa

Mary-Pat Green

Acting

Waitress

Tiffany L. Addison

Acting

Hot Girl

Jessica Vilchis

Acting

Hot Girl

Lisa Pace

Acting

Debbie

Samantha Albert

Acting

Tourist

Susan Messing

Acting

Tourist

Wayne A. Brown

Acting

Tourist

Maynard Love

Acting

Waiter

William Dick

Acting

Poker Girl

Jenna Hurt

Acting

Poker Girl

Jessica Stramer

Acting

Poker Girl

Ashley Giancola

Acting

Poker Girl

Lanae Sahs

Acting

Boat Tourist

Sharon Vaughn

Sound

Boat Tourist

Nydia Rodriguez Terracina

Acting

Boat Tourist

Phil Ridarelli

Acting

Old 97's

Rhett Miller

Acting

Old 97's

Murry Hammond

Acting

Old 97's

Ken Bethea

Acting

Old 97's

Philip Peeples

Acting

Tone Ranger

Eric Bradley

Sound

Hot Dog Vendor

Eduardo N. Martinez

Acting

Country Clubber

Chuck Stubbings

Acting

ESPN Sportscaster (voice)

Linda Cohn

Acting

VIP Party Guest (uncredited)

Arden Cho

Acting

Goblet Girl (uncredited)

Mercedes Mason

Acting

Cubs Fan (uncredited)

Jennifer A. Goodman

Acting