 | Sanaa Lathan als Sidney 'Sid' Shaw |
 | Taye Diggs als Andre Romulus 'Dre' Ellis |
 | Yasiin Bey als Chris Anton 'Cav' Vichon |
 | Nicole Ari Parker als Reese Marie Wiggam Ellis |
 | Boris Kodjoe als Kelby Dawson |
 | Queen Latifah als Francine |
 | Wendell Pierce als Simon |
 | Erik Weiner als Ren |
 | Reggi Wyns als Ten |
| Melissa Martínez als Meghan |
| Aaliyyah Hill als Young Sidney |
 | Marc John Jefferies als Young Dre |
 | Angie Martinez als Self (Radio DJ) |
 | Rosalyn Coleman als Trish Hofmann |
| Keith Tisdell als Richard Lawson |
 | Venida Evans als Older Woman |
| Breece Wilson als Woman |
 | Brette Taylor als Woman 2 |
 | Donna DuPlantier als Woman 3 |
| Robin T. Kirksey als Bartender 1 |
 | Sterling K. Brown als Co-Worker |
| Kofi Boakye als Host |
| Dena Atlantic als Hot 97 Assistant |
| Gerry Pinzon als Instructor |
| Sam McPherson als Iridium Waiter |
 | Big Daddy Kane als Self |
| Tariq Trotter als Self - Black Thought [The Roots] |
 | Questlove als Self |
 | Kool G Rap als Self |
 | Helmar Augustus Cooper als Reverend |
| Wyking Jones als Bartender |
 | Toks Olagundoye als Sidney's LA Assistant |
 | Opal Alladin als Crafts Vendor |
 | Dana Dane als Self |
 | Doug E. Fresh als Self |
| Slick Rick als Self |
 | Jermaine Dupri als Self |
| Pete Rock als Self |
| David Jolicoeur als Self - Trugoy the Dove [De La Soul] |
| Kelvin Mercer als Self - Posdnuos [De La Soul] |
| Vincent Mason als Self - Maseo [De La Soul] |
 | Kimora Lee Simmons als Self |
 | Russell Simmons als Self |
 | Beanie Sigel als Self |
 | Talib Kweli als Self |
 | Common als Self |
 | Method Man als Self |
| Hadley Martin Fisher als Backstage Bartender |
| Justin 'DJ' Spaulding als Kid in the Park |
 | Liza Lapira als Hot 97 Receptionist |
 | Ralph E. Tresvant als Royale (uncredited) |
 | Kevin Watson als Record Label Executive (uncredited) |
 | Vinny DeGennaro als Bouncer (uncredited) |
 | Lamman Rucker als Man on Couch at Radio Station (uncredited) |
| Erica Ise als Bridesmaid (uncredited) |
 | Spencer Kayden als Bridesmaid (uncredited) |
 | Chyna als Woman at Party (uncredited) |
| Brother Eden Douglas als Park Chess Player #1 (uncredited) |
| Rick Famuyiwa | Director |
| Michael Elliot | Screenplay |
| Alan Freedman | Foley Mixer |
| Roberta J. Holinko | Set Decoration |
| Will Arnot | Camera Operator |
| Kalina Ivanov | Production Design |
| Deirdre Horgan | Script Supervisor |
| Peter Gelfman | Property Master |
| William Sarokin | Sound Mixer |
| K.C. Bailey | Still Photographer |
| Michael Elliot | Story |
| Gary Gegan | Sound Re-Recording Mixer |
| Michael Hertlein | ADR Editor |
| Greg Hedgepath | Supervising Sound Editor |
| Alexa L. Fogel | Casting |
| Daniel S. Irwin | Dialogue Editor |
| Robert Fernandez | Sound Re-Recording Mixer |
| Nora Kasarda | Art Department Coordinator |
| Andrew Casey | Camera Operator |
| Dirk Westervelt | Editor |
| Stephanie Flack | Dialogue Editor |
| Rick Famuyiwa | Screenplay |
| Robert Hurst | Original Music Composer |
| Enrique Chediak | Director of Photography |
| Will Arnot | Steadicam Operator |
| Rick Raphael | Steadicam Operator |
| Barry Cole | Music Supervisor |
| Christopher Covert | Music Supervisor |
| Trish Hofmann | Co-Producer |
| Darryle Johnson | Costume Designer |
| Peter Heller | Producer |
| Magic Johnson | Executive Producer |
| G. A. Aguilar | Stunts |
| Trish Hofmann | Unit Production Manager |
| Jono Oliver | First Assistant Director |
| Rebecca Strickland | Second Assistant Director |
| Darryl A. Smith | Production Accountant |
| Alma Victoria LaMarr | Second Assistant Accountant |
| Heather Baird | Casting Associate |
| Cassandra Butcher | Unit Publicist |
| Steven R. Hammond | Transportation Captain |
| Peter Clores | Transportation Co-Captain |
| Josh Michael | Craft Service |
| Eugene Stamos | Craft Service |
| Dennis Green | 24 Frame Playback |
| Darryl A. Smith | Payroll Accountant |
| Josh Campbell | Associate Editor |
| De Non Porter | First Assistant Editor |
| Matt Colleran | Sound Recordist |
| Victor Ray Ennis | First Assistant Sound Editor |
| Roland N. Thai | Sound Effects Editor |
| Anne Slack | Foley Editor |
| Alec St. John | Foley Editor |
| Paul Flinchbaugh | Sound Assistant |
| David Kudell | Sound Assistant |
| Diane Marshall | Foley Artist |
| Damion Reed | Musician |
| Nick Smith | Musician |
| Scott Kinsey | Musician |
| Bennie Maupin | Musician |
| Steve Tavaglione | Musician |
| Robert Hurst | Musician |
| Brian Richards | Music Editor |
| Gary Burritt | Negative Cutter |
| Dennis McNeill | Color Timer |
| Mark Dornfeld | VFX Supervisor |
| Susan Shin George | Visual Effects Producer |
| Laurie Powers | Digital Effects Supervisor |
| Adam Gass | Production Manager |
| Thierry Mugler | Thanks |
| Barbara Harris | ADR Voice Casting |
| Dawn Bridgewater | Production Assistant |
| Dalia Burde | Production Assistant |
| Terrell John | Production Assistant |
| Chris Peterson | Production Assistant |
| Marcus Woods | Production Assistant |
| Kija Brooks | Production Assistant |
| Joshua C. Hersko | Production Assistant |
| Meegan Neeb | Production Assistant |
| Lisa Varley | Production Assistant |
| Michael Reilly | Production Assistant |
| Robert Hurst | Orchestrator |
| Robert Hurst | Conductor |
| Sherree Ford-Payne | Vocals |
