Mona Lisa Smile

Julia Roberts

Katherine Ann Watson

Kirsten Dunst

Betty Warren

Julia Stiles

Joan Brandwyn

Maggie Gyllenhaal

Giselle Levy

Ginnifer Goodwin

Connie Baker

Dominic West

Bill Dunbar

Juliet Stevenson

Amanda Armstrong

Marcia Gay Harden

Nancy Abbey

John Slattery

Paul Moore

Marian Seldes

President Jocelyn Carr

Donna Mitchell

Mrs. Warren

Terence Rigby

Dr. Edward Staunton

Jennie Eisenhower

Girl at the Station

Leslie Lyles

Housing Director

Laura Allen

Susan Delacorte

Topher Grace

Tommy Donegal

Lily Lodge

House Matron

Jordan Bridges

Spencer Jones

Ebon Moss-Bachrach

Charlie Stewart

Chuck Montgomery

Tall Man

Taylor Roberts

Louise

John Scurti

Stan Sher

Ed Peed

Taxi Driver

Rony Clanton

Porter

Becky Veduccio

Blue Ship Hostess

Paul Vincent Black

Joseph O'Neil

Lisa Roberts Gillan

Miss Albini

June Miller

Cape Cod Hostess

Aleksa Palladino

Frances the Girl in Italian Class

Charles Techman

Harvard Dorm Monitor

Lauren Adler

Art History Student

Daisy Baldwin

Art History Student

Janine Barris

Art History Student

Emily Bauer

Art History Student

Kirstie Bingham

Art History Student

Jennifer Bowen

Art History Student

Angelique Claire

Art History Student

Nikki Coble

Art History Student

Kristen Connolly

Art History Student

Kristyn Coppola

Art History Student

Kimberly Ehly

Art History Student

Megan Marie Ford

Art History Student

Lauren Fruchter

Art History Student

Kate Glass

Art History Student

Amanda Gruss

Art History Student

Stella Hao

Art History Student

Walker Hays

Art History Student

Michele Hillen

Art History Student

Annika Marks

Art History Student

Amy Montminy

Art History Student

Lily Rabe

Art History Student

Kate Reilly

Art History Student

Krysten Ritter

Art History Student

Brandy Tipton

Art History Student

Trisha Trokan

Art History Student

Megan Tropea

Art History Student

Maja Wampuszyc

Art History Student

Mary Pascoe

Photographer

Elise Passamani

Phyllis

Laura M. Flahive

Wet Girl

Devon Jencks

Wet Girl

Erin E. Richardson

Wet Girl

Emily R. See

Wet Girl

Rob Buntzen

Wedding Planner Host

Richard O'Rourke

Igor

Chris Bonomo

Groomsman

Katherine Argo

Dancer

Shelby Bond

Dancer

Lou Brock

Dancer

Michael Choi

Dancer

Melissa Deles

Dancer

John D. Fowler

Dancer

Nicole Frydman

Dancer

Noelle Gibson

Dancer

Maria Vicens Girau

Dancer

Natalie Gomez

Dancer

Sid Grant

Dancer

Madeleine Hackney

Dancer

Betina Hershey

Dancer

Yuval Hod

Dancer

Richard Jones

Dancer

Jerry Jordan

Dancer

Nickolay Khazanov

Dancer

Nadia Kravets

Dancer

Maria Levinstein

Dancer

KellyDawn Malloy

Dancer

Annette Nicole

Dancer

Lance Olds

Dancer

Joe Palmer

Dancer

Christian Perry

Dancer

Daniel Ponickly

Dancer

Tony Scheppler

Dancer

Solomon Singer

Dancer

Gabriel Vaughan

Dancer

Kim Villanueva

Dancer

Dan Weltner

Dancer

Sarah Billings Wheeler

Dancer

Denise Zadroga

Dancer

Peter J. Rowan

Wedding Photographer

Tori Amos

Singer

Kevin Osborne

Band Announcer

Brad Mehldau

Pianist

Larry Grenadier

Bass Player

Julie Wagner

Bartender

Jennifer Anderson

Projectionist

Lindsey White

Projectionist

Chris Burke

Custodian

Dorothy Dwyer

Faculty

Melanie Angelique Moyer

Christmas Student

Canedy Knowles

Christmas Student

Kristen Marie Holly

Christmas Student

Carrie Ann Kaye

Christmas Student

Liliane Thomas

Woman on Train

Jackie Sanders

Band Announcer

Anna Fields

Eleanor Warren (uncredited)

Valerie Vaile

Jane Whitmore (uncredited)

Jill Whitaker

Vanessa McIntyre (uncredited)

Randi Newton

Miranda (uncredited)

Grenville Cuyler

Phillip McIntyre (uncredited)

Erik Davies

Robert Flint (uncredited)

Gunna Wilson

Spencer's Girlfriend (uncredited)

Corey W. Allen

Giselle's Wedding Date (uncredited)

Marylouise Burke

President Jocelyn Carr's Secretary (uncredited)

Trish McGettrick

Governor's Wife (uncredited)

Jeannette Gould

Faculty (uncredited)

Whitney Avalon

Almost-Hit Bike Rider (uncredited)

Eric Bruno Borgman

College Janitor (uncredited)

Cristie Schoen Codd

Alto Sax Player (uncredited)

Katrina Connor

Art History Student (uncredited)

Marlo DiCrasto

Art History Student (uncredited)

Ashley Dru Douglass

Art History Student (uncredited)

Liesl Ehardt

Joan Brandwyn's Friend (uncredited)

Jessica Leigh Johnson

Art History Student (uncredited)

Kara Klein

Art History Student (uncredited)

Marni Penning

Art History Student (uncredited)

Dina Rose Rivera

Art History Student (uncredited)

Melissa Goodwin Shepherd

Dancer (uncredited)

Josh Mowery

Dancer (uncredited)

Matthew Shaffer

Dancer (uncredited)

Michael Cuomo

Swing Dancer (uncredited)

Maria Rusolo

Swing Dancer (uncredited)

Christopher Braden

Bartender