- Jennifer Aniston Brooke Meyers
- Vince Vaughn Gary Grobowski
- Vincent D'Onofrio Dennis Grobowski
- Cole Hauser Lupus Grobowski
- Justin Long Christopher
- Jason Bateman Riggleman
- Jon Favreau Johnny O
- Judy Davis Marilyn Dean
- John Michael Higgins Richard Meyers
- Joey Lauren Adams Addie
- Ann-Margret Wendy Meyers
- Keir O'Donnell Date
