 | Vince Vaughn | .... | Gary Grobowski |
| Jennifer Aniston | .... | Brooke Meyers |
| Joey Lauren Adams | .... | Addie |
| Cole Hauser | .... | Lupus Grobowski |
| Jon Favreau | .... | Johnny O |
| Jason Bateman | .... | Riggleman |
| Judy Davis | .... | Marilyn Dean |
| Justin Long | .... | Christopher |
| Ivan Sergei | .... | Carson Wigham |
| John Michael Higgins | .... | Richard Meyers |
| Ann-Margret | .... | Wendy Meyers |
| Vernon Vaughn | .... | Howard Meyers |
| Vincent D'Onofrio | .... | Dennis Grobowski |
| Elaine Robinson | .... | Carol Grobowski |
| Jane Alderman | .... | Mrs. Grobowski |
| Jacqueline Williams | .... | Shondra |
| Peter Billingsley | .... | Andrew |
| Jane Hu | .... | Diane |
| Rebecca Spence | .... | Jen |
| Mary-Pat Green | .... | Mischa |
| Keir O'Donnell | .... | Date (Paul) |
| Geoff Stults | .... | Date (Mike) |
| Tiffany Addison | .... | Waitress |
| Jessica Vilchis | .... | Hot Girl |
| Lisa Pace | .... | Hot Girl |
| Samantha Albert | .... | Debbie |
| Susan Messing | .... | Tourist |
| Wayne A. Brown | .... | Tourist |
| Maynard Love | .... | Tourist |
| William Dick | .... | Waiter |
| Jenna Hurt | .... | Poker Girl |
| Jessica Stramer | .... | Poker Girl |
| Ashley Giancola | .... | Poker Girl |
| Lanae Sahs | .... | Poker Girl |
| Sharon Vaughn | .... | Boat Tourist |
| Nydia Rodriguez Terracina | .... | Boat Tourist |
| Phil Ridarelli | .... | Boat Tourist |
| Rhett Miller | .... | Old 97's |
| Murry Hammond | .... | Old 97's |
| Ken Bethea | .... | Old 97's |
| Philip Peeples | .... | Old 97's |
| Gunnar Madsen | .... | Tone Ranger |
| Karl Solis | .... | Tone Ranger |
| Michael Winther | .... | Tone Ranger |
| Eric Bradley | .... | Tone Ranger |
| Paul Peterson | .... | Tone Ranger |
| Sean P. Gorecki | .... | Tone Ranger |
| Eduardo N. Martinez | .... | Hot Dog Vendor |
| Chuck Stubbings | .... | Country Clubber |
| Ryan Cowhey | .... | Andrew Jr. |
| Megan Klein | .... | Sally |
| Trisha 'Star' Vargo | .... | Riv Bartender |
| Julia Neary | .... | Riv Ticket Taker |
| Linda Cohn | .... | ESPN Sportscaster (voice) |
| Zack Shada | .... | Mad Dawg Killa (voice) |
| Jason Abustan | .... | Clubgoer (uncredited) |
| Brad Ausmus | .... | Himself (archive footage) (uncredited) |
| James Azrael | .... | Gutterballs Bowler (uncredited) |
| Holly Barrett | .... | Patron (uncredited) |
| Alex Bickle | .... | Nightclub Dancer (uncredited) |
| Lori Miller | .... | Cubs Fan (uncredited) |
| Katie Cleary | .... | Girlfriend (uncredited) |
| Lauren Cokeley | .... | Concert Goer (uncredited) |
| Julia Copeland | .... | Club goer (uncredited) |
| Julia Copeland | .... | Concert attendant (uncredited) |
| Julia Copeland | .... | Art fair Patron (uncredited) |
| Kelley Daugherty | .... | Concert Goer (uncredited) |
| Alexandra DiNovi | .... | Featured Dancer (uncredited) |
| Sue Durso | .... | Wrigley Field, Bowling, Street Scenes (uncredited) |
| Matt Dworzanczyk | .... | Art Fair Attendant (uncredited) |
| Reese Foster | .... | Hero at the Bar (uncredited) |
| Jason Frederick | .... | Bus Patron (uncredited) |
| John Gearries | .... | Concert Goer (uncredited) |
| Marisol Giraud | .... | Cubs Fan (uncredited) |
| John R. Haley | .... | Man in Ballroom (uncredited) |
| Anna Ingenthron | .... | Cubs Fan (uncredited) |
| Andrew Irvin | .... | Clubgoer (uncredited) |
| Ian Kalanges | .... | Man in Concert Scene (uncredited) |
| Robert Kramer | .... | Pedestrian (uncredited) |
| Tim Krueger | .... | Cubs Fan (uncredited) |
| Joseph Lazicki | .... | Pedestrian (uncredited) |
| Alexandra LoRusso | .... | Balcony Dancer at Concert (uncredited) |
| Jamie Louachai | .... | Dancer (uncredited) |
| Jamie Louachai | .... | Art Fair Patron (uncredited) |
| Mercedes Mason | .... | Goblet girl (uncredited) |
| Jasmine McDonald | .... | Art Fair On-Looker (uncredited) |
| Chad Meyer | .... | Restaurant patron (uncredited) |
| Brad Nelson | .... | Greg (uncredited) |
| William Nero Jr. | .... | Kid Playing at Park (uncredited) |
| Kelly Nienaltowski | .... | Girl in Bowling Alley (uncredited) |
| Kelly Nienaltowski | .... | Art fair Patron (uncredited) |
| Rebecca Norris | .... | Pedestrian (uncredited) |
| Katherine M. O'Connor | .... | Girl in Bowling Alley (uncredited) |
| Katherine M. O'Connor | .... | Cubs Fan (uncredited) |
| Katherine M. O'Connor | .... | Concert Goer (uncredited) |
| Katherine M. O'Connor | .... | Art Fair Patron (uncredited) |
| Chris Papadopoulos | .... | Club Patron (uncredited) |
| Jamie Julia Parker | .... | Notre Dame Fan (uncredited) |
| Jamie Julia Parker | .... | Art Fair Patron (uncredited) |
| Jonathan Samuels | .... | Nightclub Patron (uncredited) |
| Luke Schneider | .... | Art Fair Patron (uncredited) |
| Rahul Thakkar | .... | Tourist (uncredited) |
| Donier Tyler | .... | Girl in Bowling Alley (uncredited) |
| Donier Tyler | .... | Concert Goer (uncredited) |
| Ron Valdez | .... | Art Fair Patron (uncredited) |
The Break Up
United States
Overview
English
Dolby Digital 5.1
German
Commentary
Dolby Digital 2-Channel Stereo
Crew