 | Jennifer Aniston als Brooke Meyers |
 | Vince Vaughn als Gary Grobowski |
 | Joey Lauren Adams als Addie |
 | Ann-Margret als Wendy Meyers |
 | Jason Bateman als Riggleman |
 | Judy Davis als Marilyn Dean |
 | Vincent D'Onofrio als Dennis Grobowski |
 | Jon Favreau als Johnny O |
 | Cole Hauser als Lupus Grobowski |
 | John Michael Higgins als Richard Meyers |
 | Justin Long als Christopher |
 | Ivan Sergei als Carson Wigham |
 | Keir O'Donnell als Date (Paul) |
 | Geoff Stults als Date (Mike) |
 | Vernon Vaughn als Howard Meyers |
| Elaine Robinson als Carol Grobowski |
 | Jane Alderman als Mrs. Grobowski |
 | Jacqueline Williams als Shondra |
 | Peter Billingsley als Andrew |
 | Jane Hu als Diane |
 | Rebecca Spence als Jen |
 | Mary-Pat Green als Mischa |
 | Tiffany L. Addison als Waitress |
 | Jessica Vilchis als Hot Girl |
 | Lisa Pace als Hot Girl |
 | Samantha Albert als Debbie |
| Susan Messing als Tourist |
| Wayne A. Brown als Tourist |
| Maynard Love als Tourist |
| William Dick als Waiter |
| Jenna Hurt als Poker Girl |
 | Jessica Stramer als Poker Girl |
 | Ashley Giancola als Poker Girl |
 | Lanae Sahs als Poker Girl |
 | Sharon Vaughn als Boat Tourist |
| Nydia Rodriguez Terracina als Boat Tourist |
 | Phil Ridarelli als Boat Tourist |
 | Rhett Miller als Old 97's |
 | Murry Hammond als Old 97's |
 | Ken Bethea als Old 97's |
 | Philip Peeples als Old 97's |
 | Eric Bradley als Tone Ranger |
 | Eduardo N. Martinez als Hot Dog Vendor |
 | Chuck Stubbings als Country Clubber |
 | Linda Cohn als ESPN Sportscaster (voice) |
 | Arden Cho als VIP Party Guest (uncredited) |
 | Mercedes Mason als Goblet Girl (uncredited) |
| Dan Lebental | Editor |
| Vince Vaughn | Producer |
| Jay Lavender | Story |
| Stuart M. Besser | Executive Producer |
| Jeremy Garelick | Story |
| Jay Lavender | Screenplay |
| Scott Stuber | Producer |
| Jeremy Garelick | Screenplay |
| David Rosenbloom | Editor |
| Peyton Reed | Director |
| Eric Alan Edwards | Director of Photography |
| Peter Billingsley | Executive Producer |
| Vince Vaughn | Story |
| Jeremy Garelick | Co-Producer |
| Jay Lavender | Co-Producer |
| John Isbell | Associate Producer |
| Victoria Vaughn | Associate Producer |
| Jeanne McCarthy | Casting |
| John O'Brien | Music Supervisor |
| Andrew Laws | Production Design |
| Juel Bestrop | Casting |
| Carol Oditz | Costume Design |
| Stuart M. Besser | Unit Production Manager |
| Todd Amateau | First Assistant Director |
| Nina Jack | Second Assistant Director |
| Mitchell E. Dauterive | Production Supervisor |
| Paul DeMarte | First Assistant "B" Camera |
| Melissa Moseley | Still Photographer |
| Nancy Cavallaro | Set Costumer |
| Jaime Harlan | Casting Assistant |
| Gregory Plotkin | First Assistant Editor |
| Teri E. Dorman | Dialogue Editor |
| David Betancourt | Foley Mixer |
| John Pritchett | Production Sound Mixer |
| Daniel B. Clancy | Set Decoration |
| Fred Folmer | Dolly Grip |
| Al Nolan-Cohn | Location Manager |
| Ellen Ryba | Assistant Costume Designer |
| Darnell Jones | Transportation Co-Captain |
| Paul Meylink | Storyboard Artist |
| Scott Troha | Leadman |
| Stacy Laiderman | Art Department Production Assistant |
| Jody Williams | "B" Camera Operator |
| Dick Oakes | Gaffer |
| Thomas J. Glynn | On Set Dresser |
| Kimberly Harris | Supervising ADR Editor |
| David Sandefur | Art Direction |
| Peter Rosenfeld | "A" Camera Operator |
| James F. Roorda | Key Rigging Grip |
| Maria C. Roxas | Location Scout |
| Tracy Dixon | Extras Casting |
| Sandra Torres Granovsky | First Assistant Editor |
| Thaddeus E. Larkowski | Transportation Coordinator |
| Jon Michaels | First Assistant Sound Editor |
| Doc Kane | ADR Mixer |
| Steve Bartek | Conductor |
| Don Miller | Best Boy Grip |
| John Hudecek | Dolly Grip |
| Jacqueline S. Beatka | Set Costumer |
| Lori Scowley | Production Accountant |
| Peter Rosenfeld | Steadicam Operator |
| Marco Rubeo | Assistant Art Director |
| Peter Kuttner | First Assistant "A" Camera |
| John D. Milinac | Special Effects Coordinator |
| Gina Marie Ome | Key Costumer |
| Linda Folk | ADR Editor |
| David Williams | Dialogue Editor |
| Patrick Muldoon | Assistant Location Manager |
| Annie Laoparadonchai | Costumer |
| Alyssa Kim | Costumer |
| Chris Mulsoff | Rigging Gaffer |
| Martha Lafage | Assistant Location Manager |
| Barry Barclay | Production Coordinator |
| Sean T. Stratton | Post Production Supervisor |
| Michael P. Deal | Transportation Captain |
| Jason W. Jennings | Sound Effects Editor |
| Alicia Stevenson | Foley Artist |
| Barbara Harris | ADR Voice Casting |
| Jody Williams | Second Unit Director of Photography |
| Lisa Gillespie | Cableman |
| William D'Ambra | Property Master |
| Richmond Riedel | Assistant Editor |
| Ulrika Akander | Supervising Dialogue Editor |
| Kevin Warendorp | Assistant Sound Editor |
| Thomas J. O'Connell | ADR Mixer |
| Jeanette Browning | ADR Recordist |
| Steve Pederson | Sound Re-Recording Mixer |
| Mickie Paskal | Local Casting |
| Cameron Frankley | Sound Designer |
| Rick Canelli | ADR Recordist |
| Dawn Fintor | Foley Artist |
| Joe Bucaro III | Stunt Coordinator |
| Greg Jackson | Second Assistant "B" Camera |
| Sheila Waldron | Script Supervisor |
| Art Bartels | Key Grip |
| Elicia Zimmerman | Location Coordinator |
| Jane Blank | Seamstress |
| Gary Burritt | Negative Cutter |
| Brian Cho | Art Department Coordinator |
| Joe Carpita | Camera Loader |
| Nina Hallworth | Costume Designer |
| Dominic Mango | Hair Department Head |
| Chris McMillan | Hairstylist |
| Joseph Hicks | Extras Casting |
| Ruth Goff | Extras Casting |
| Paula Stier | Production Secretary |
| Bruce DiValerio | Construction Coordinator |
| David M. Roberts | Boom Operator |
| Robert Swander | Best Boy Electric |
| Scott Curtis | Foley Editor |
| Christopher Flick | Foley Editor |
| Stephanie Gilliam | Set Designer |
| George Kohut | "B" Camera Operator |
| Claire Hallworth | Costume Designer |
| Joyce Kogut | Costume Supervisor |
| Tony Mirante | Assistant Hairstylist |
| Jennifer Rudnicke | Local Casting |
| Jonathan Kinnas | Extras Casting |
| Colin Slaby | Second Assistant "A" Camera |
| Suzi Ostos | Makeup Department Head |
| Seth Yanklewitz | Casting Associate |
| Andrew Blau | Production Coordinator |
| Cameron Frankley | Sound Supervisor |
| Steve Bartek | Orchestrator |
| David J. Chamerski | Assistant Property Master |
| Anthony J. Nahar | Second Second Assistant Director |
| Terry Anderson | Assistant Costume Designer |
| Angela Levin | Makeup Artist |
| David V. Butler | Dialogue Editor |
| Randy Kelley | Sound Effects Editor |
| Ai-Ling Lee | Sound Effects Editor |
| Brad Sherman | Sound Re-Recording Mixer |
| Jonathan Karp | Music Editor |
| Jon Brion | Original Music Composer |
| Chelo Ontiveros | Key Makeup Artist |
| Clare Hallworth | Costume Design |
| Louisa McHugh | Camera Intern |
| Mike Doto | Production Manager |
| Michael T. Brady | Stunts |
| Cara Giallanza | Assistant Director |
| Matt Reitsma | Textile Artist |
| Stacey Frederick | Assistant Editor |
| Cliff Zimowski | Additional Production Assistant |
| Dan Guachione | Boom Operator |
| David E. Scott | Graphic Designer |
| Nick Rafferty | Location Assistant |
| Jon Michaels | Assistant Sound Editor |
| Jaime Dawkins | Rigging Grip |
| Olivia Giachino | Editorial Production Assistant |
| Marijan 'Mario' Zoric | Chef |
| Nathaniel E. Bell | Set Production Assistant |
| Timber Kislan | Payroll Accountant |
| Jennifer Webb | Travel Coordinator |
| E.J. Huntemann | Grip |
| Steve Hull | Carpenter |
| Veloz Gomez | Set Dresser |
| Assata Amoaku | Craft Service |
| Noah Banks | Lighting Technician |
| Ina Haybaeck-Rogers | Choreographer |
| Brigitte Bourque | Compositor |
| John J. Slove Jr. | Propmaker |
| Heather Elisa Hill | Visual Effects Coordinator |
| Steven R. Wojcik | Additional Camera |
| John M. Pisani | Unit Publicist |
| Frank Battaglia | Special Effects Technician |
| Alex Cohn | Location Manager |
| Olivier Agostini | Production Assistant |
| Chad Catuara | Electrician |
| Donnie Creighton | Digital Intermediate Assistant |
| Frank Cuomo | Post Production Coordinator |
| Abby Lorts | Location Production Assistant |
| Jeremy Beiermann | Assistant Production Coordinator |
| Lindsay Heller | Extras Casting Assistant |
| Lisa Jelic | Makeup Artist |
| Erika Walthall | Costume Assistant |
| Jay Duerr | Music Editor |
| Eric Wheeler | Assistant Camera |
| Terry Baughman | Construction Foreman |
| Mike Kennedy | Digital Intermediate Producer |
| Donald Fly | General Manager |
| Michael R. Cairo | Driver |
| Kyle Holden | Props |
| Kirk Francis | Sound Mixer |
| Patrick Caulfield | Key Set Costumer |
| Joe Gajewski | Additional Grip |
| Crista Birgy | First Assistant Accountant |
| Jackie Gleason | Musician |
| Gail Rose | Post Production Accountant |
| Eric Flickinger | Sound Recordist |
| Thomas J. Smith | Visual Effects Supervisor |
| Eric Pender | CG Artist |
| George Kohut | Camera Operator |
| Michael Franck | Aerial Coordinator |
| Virginia Landis Albertson | Post Production Supervisor |
| David Norris | Aerial Director of Photography |
| Jim Passon | Color Timer |
| Joe Andaloro | Stand In |
| Kym Washington Longino | Stunt Double |
| Michelle Johnston | Choreographer |
| Linda Cohn | Thanks |
| Teresa Lang | Thanks |
| Michelle Sleger | Stand In |
| Troy Gilbert | Stunts |
| Linda Perlin | Stunts |
| Lance Gilbert | Stunts |
