Mona Lisa Smile

Julia Roberts

As Katherine Ann Watson

Kirsten Dunst

As Betty Warren

Julia Stiles

As Joan Brandwyn

Maggie Gyllenhaal

As Giselle Levy

Ginnifer Goodwin

As Connie Baker

Dominic West

As Bill Dunbar

Juliet Stevenson

As Amanda Armstrong

Marcia Gay Harden

As Nancy Abbey

John Slattery

As Paul Moore

Marian Seldes

As President Jocelyn Carr

Donna Mitchell

As Mrs. Warren

Terence Rigby

As Dr. Edward Staunton

Jennie Eisenhower

As Girl at the Station

Leslie Lyles

As Housing Director

Laura Allen

As Susan Delacorte

Topher Grace

As Tommy Donegal

Lily Lodge

As House Matron

Jordan Bridges

As Spencer Jones

Ebon Moss-Bachrach

As Charlie Stewart

Christopher Braden

As Bartender

Chuck Montgomery

As Tall Man

Taylor Roberts

As Louise

John Scurti

As Stan Sher

Ed Peed

As Taxi Driver

Rony Clanton

As Porter

Becky Veduccio

As Blue Ship Hostess

Paul Vincent Black

As Joseph O'Neil

Lisa Roberts Gillan

As Miss Albini

June Miller

As Cape Cod Hostess

Aleksa Palladino

As Frances the Girl in Italian Class

Charles Techman

As Harvard Dorm Monitor

Lauren Adler

As Art History Student

Daisy Baldwin

As Art History Student

Janine Barris

As Art History Student

Emily Bauer

As Art History Student

Kirstie Bingham

As Art History Student

Jennifer Bowen

As Art History Student

Angelique Claire

As Art History Student

Nikki Coble

As Art History Student

Kristen Connolly

As Art History Student

Kristyn Coppola

As Art History Student

Kimberly Ehly

As Art History Student

Megan Marie Ford

As Art History Student

Lauren Fruchter

As Art History Student

Kate Glass

As Art History Student

Amanda Gruss

As Art History Student

Stella Hao

As Art History Student

Walker Hays

As Art History Student

Michele Hillen

As Art History Student

Annika Marks

As Art History Student

Amy Montminy

As Art History Student

Lily Rabe

As Art History Student

Kate Reilly

As Art History Student

Krysten Ritter

As Art History Student

Brandy Tipton

As Art History Student

Trisha Trokan

As Art History Student

Megan Tropea

As Art History Student

Maja Wampuszyc

As Art History Student

Mary Pascoe

As Photographer

Elise Passamani

As Phyllis

Laura M. Flahive

As Wet Girl

Devon Jencks

As Wet Girl

Erin E. Richardson

As Wet Girl

Emily R. See

As Wet Girl

Rob Buntzen

As Wedding Planner Host

Richard O'Rourke

As Igor

Chris Bonomo

As Groomsman

Katherine Argo

As Dancer

Shelby Bond

As Dancer

Lou Brock

As Dancer

Michael Choi

As Dancer

Melissa Deles

As Dancer

John D. Fowler

As Dancer

Nicole Frydman

As Dancer

Noelle Gibson

As Dancer

Maria Vicens Girau

As Dancer

Natalie Gomez

As Dancer

Sid Grant

As Dancer

Madeleine Hackney

As Dancer

Betina Hershey

As Dancer

Yuval Hod

As Dancer

Richard Jones

As Dancer

Jerry Jordan

As Dancer

Nickolay Khazanov

As Dancer

Nadia Kravets

As Dancer

Maria Levinstein

As Dancer

KellyDawn Malloy

As Dancer

Annette Nicole

As Dancer

Lance Olds

As Dancer

Joe Palmer

As Dancer

Christian Perry

As Dancer

Daniel Ponickly

As Dancer

Tony Scheppler

As Dancer

Solomon Singer

As Dancer

Gabriel Vaughan

As Dancer

Kim Villanueva

As Dancer

Dan Weltner

As Dancer

Sarah Billings Wheeler

As Dancer

Denise Zadroga

As Dancer

Peter J. Rowan

As Wedding Photographer

Tori Amos

As Singer

Kevin Osborne

As Band Announcer

Brad Mehldau

As Pianist

Larry Grenadier

As Bass Player

Julie Wagner

As Bartender

Jennifer Anderson

As Projectionist

Lindsey White

As Projectionist

Chris Burke

As Custodian

Dorothy Dwyer

As Faculty

Melanie Angelique Moyer

As Christmas Student

Canedy Knowles

As Christmas Student

Kristen Marie Holly

As Christmas Student

Carrie Ann Kaye

As Christmas Student

Liliane Thomas

As Woman on Train

Jackie Sanders

As Band Announcer

Corey W. Allen

As Giselle's Wedding Date (uncredited)

Kevin Anton

As Harvard Student (uncredited)

Whitney Avalon

As Almost-Hit Bike Rider (uncredited)

Anthony Backman

As Sully Mason Impressionist (uncredited)

Eric Bruno Borgman

As College Janitor (uncredited)

Jodie Brunelle

As Student (uncredited)

Marylouise Burke

As President Jocelyn Carr's Secretary (uncredited)

Jean Burns

As Hoop Roller (uncredited)

Cristie Schoen Codd

As Alto Sax Player (uncredited)

Katrina Connor

As Art History Student (uncredited)

Marcus Allen Cooper

As Harvard Student (uncredited)

Ty Copeman

As Wedding Guest (uncredited)

Michael Cuomo

As Swing Dancer (uncredited)

Grenville Cuyler

As Phillip McIntyre (uncredited)

Claire Elizabeth Davies

As Student (uncredited)

Erik Davies

As Robert Flint (uncredited)

Marlo DiCrasto

As Art History Student (uncredited)

Ashley Dru Douglass

As Art History Student (uncredited)

Liesl Ehardt

As Joan Brandwyn's Friend (uncredited)

John Farrer

As Wedding Guest (uncredited)

Anna Fields

As Eleanor Warren (uncredited)

Jeannette Gould

As Faculty (uncredited)

Jessica Leigh Johnson

As Art History Student (uncredited)

Vivian Kalinov

As Artist - Metal Sculptor (uncredited)

Dana Lubotsky

As Student (uncredited)

Josh Mann

As Harvard Student (uncredited)

Sara Mayer-Fried

As Student (uncredited)

Trish McGettrick

As Governor's Wife (uncredited)

Marisa Mickel

As Student (uncredited)

Josh Mowery

As Dancer (uncredited)

Randi Newton

As Miranda (uncredited)

Amber Paul

As Art History Student (uncredited)

Marni Penning

As Art History Student (uncredited)

James Donnell Quinn

As Student (uncredited)

Seth Reich

As Spring Fling Guest (uncredited)

Dina Rose Rivera

As Art History Student (uncredited)

Maria Rusolo

As Swing Dancer (uncredited)

Gabrielle Salinger

As Hoop Girl (uncredited)

Matthew Shaffer

As Dancer (uncredited)

Melissa Goodwin Shepherd

As Dancer (uncredited)

Bobby Shue

As Bar Customer (uncredited)

Frank Stellato

As NYC Cabbie (uncredited)

Valerie Vaile

As Jane Whitmore (uncredited)

Jill Whitaker

As Vanessa McIntyre (uncredited)

Gunna Wilson

As Spencer's Girlfriend (uncredited)