Heath Ledger as Patrick Verona

Julia Stiles as Katarina Stratford

Joseph Gordon-Levitt as Cameron James

Larisa Oleynik as Bianca Stratford

David Krumholtz as Michael Eckman

Andrew Keegan as Joey Donner

Susan May Pratt as Mandella

Gabrielle Union as Chastity

Larry Miller as Walter Stratford

Daryl Mitchell as Mr. Morgan

Allison Janney as Ms. Perky

David Leisure as Mr. Chapin

Greg Jackson as Scruvy

Kyle Cease as Bogey Lowenstien

Terence Heuston as Derek

Cameron Fraser as Trevor

Eric Riedmann as Audio Visual Guy

Quinn Maixner as Beautiful Jock

Demegio Kimbrough as Coffee Kid

Todd Butler as Coffee Kid

Dennis Mosley as Cohort

Bianca Kajlich as Coffee Girl

Nick Vukelic as Drugged Out Loser

Ben Laurance as Wimpy Loser

Aidan Kennedy as Laughing Loser

Jelani Quinn as Crying Loser

Jesse Dyer as Screaming Loser

Aaron Therol as Detention Student

Carlos Lacámara as Bartender

Heather Taylor as Drunken Girl

Joshua Thorpe as Jock

J.R. Johnson as MBA Guy at Party

Wendy Gottlieb as Heather

Brian Hood as Clem

Travis Muller as Cowboy

Ari Karczag as Kissing Guy

Laura Kenny as Judith

Alice Evans as Perky Girl

Jesper Inglis as Buckaroo Bartender

Nick Brown as Biker

Monique Powell as Save Ferris Singer

Brian Mashburn as Save Ferris Singer

Kay Hanley as Letters To Cleo Singer

Michael Eisenstein as Letters To Cleo Singer