Julia Roberts as Kathleen 'Kiki' Harrison

John Cusack as Eddie Thomas

Catherine Zeta-Jones as Gwen Harrison

Billy Crystal as Lee Phillips

Hank Azaria as Hector Gorgonzolas

Stanley Tucci as Dave Kingman

Christopher Walken as Hal Weidmann

Seth Green as Danny Wax

Alan Arkin as Wellness Guide

Rainn Wilson as Dave O'Hanlon

Scot Zeller as Davis

Larry King as Self

Keri Lynn Pratt as Leaf Weidmann

Eric Balfour as Security Guard

Marty Belafsky as Security Guard

María Canals-Barrera as Adinah

Wendy Schenker as Maura Klein

Jim Ferguson as Mort Josephson

Lisa Joyner as Laura Messinger

Byron Allen as Byron Allen

Patrick Stoner as Bob

Sam Rubin as Ken

Steve Pink as Limo Driver

Shaun Robinson as Nevada Anchorwoman

Charley Steiner as Nevada Anchorman

Jeff Michael as Network Anchor

Sibila Vargas as Reporter

Jane Yamamoto as Reporter on Patio

Maree Cheatham as Matronly Interviewer

Alexander Enberg as Larry King Producer

Sarah Loew as Larry King Producer

Joseph Feingold as Judge

Sherry Jennings as Bar Hostess

Austin L. Sorrels as Little Boy

Shawn Driscoll as Sean

Ann Cusack as Assistant to Lee Phillips (uncredited)

Raquel Baldwin as Dancer (uncredited)

Emma Roberts as Girl in Purple T-shirt (uncredited)

Marco López as Photographer (uncredited)