John Cusack

Walter "Gib" Gibson

Daphne Zuniga

Alison Bradbury

Anthony Edwards

Lance

Boyd Gaines

Jason

Tim Robbins

Gary Cooper

Lisa Jane Persky

Mary Ann Webster

Viveca Lindfors

Professor Taub

Nicollette Sheridan

The Sure Thing

Sarah Buxton

Sharon

John Putch

Mastin

Steve Pink

Football Player

Tracy Reiner

Alison's Friend

Robert Bauer

Moke

Frantz Turner

Cop

Garry Goodrow

Pick-Up Driver

Carmen Filpi

Bus Station Bum

Richard Hamilton

Bartender

George Memmoli

Man in Bar

Stephanie Blake

Barmaid (as Rosalind Moreland)

Sunshine Parker

Cowboy Guy

Fran Ryan

Lady in Car

Larry Hankin

Trucker

Julie Ow

Girl in Sarong

John Richard Petersen

Frat Guy on Stairs (uncredited)

Tamara Carrera

Fantasy Girl (uncredited)

Chris Tashima

Frat Guy at Punch Bowl (uncredited)