Disenchanted with the movie industry, Chili Palmer tries the music industry, meeting and romancing a widow of a music executive along the way.
| Actor | Role |
|---|---|
 John TravoltaChili Palmer | Chili Palmer |
 Uma ThurmanEdie Athens | Edie Athens |
 Vince VaughnRaji | Raji |
 Cedric the EntertainerSin LaSalle | Sin LaSalle |
 Dwayne JohnsonElliot Wilhelm | Elliot Wilhelm |
 André 3000Dabu | Dabu |
 Steven TylerSteven Tyler | Steven Tyler |
 Robert PastorelliJoe Loop | Joe Loop |
 Christina MilianLinda Moon | Linda Moon |
 Paul AdelsteinHy Gordon | Hy Gordon |
 Debi MazarMarla | Marla |
 Gregory Alan WilliamsDarryl | Darryl |
 Harvey KeitelNick Carr | Nick Carr |
 Danny DeVitoMartin Weir | Martin Weir |
 James WoodsTommy Athens | Tommy Athens |
 Anthony J. RibustelloFast Freddie | Fast Freddie |
 Wyclef JeanWyclef Jean | Wyclef Jean |
 Fred DurstFred Durst | Fred Durst |
 Sérgio MendesSergio Mendes | Sergio Mendes |
 Gene SimmonsGene Simmons | Gene Simmons |
 RZARZA | RZA |
 Joe PerryJoe Perry | Joe Perry |
 Anna Nicole SmithAnna Nicole Smith | Anna Nicole Smith |
 Alex KubikRoman Bulkin | Roman Bulkin |
| DDarren CarterGlenn | Glenn |
| CCarol DubocPumpkin | Pumpkin |
 Minae NojiMiss Bangkok | Miss Bangkok |
 Arielle KebbelRobin | Robin |
 Kimberly J. BrownTiffany | Tiffany |
 Margaret TravoltaMarge | Marge |