Mel Gibson as Nick Marshall

Helen Hunt as Darcy McGuire

Marisa Tomei as Lola

Alan Alda as Dan Wanamaker

Ashley Johnson as Alex Marshall

Mark Feuerstein as Morgan Farwell

Lauren Holly as Gigi

Delta Burke as Eve

Valerie Perrine as Margo

Judy Greer as Erin

Sarah Paulson as Annie

Ana Gasteyer as Sue Cranston

Lisa Edelstein as Dina

Loretta Devine as Flo

Diana Maria Riva as Stella

Eric Balfour as Cameron

Andrea Baker as Office Intern

Robin Pearson Rose as Kitchen Secretary

Christopher Emerson as Mail Room Kid

Ashlee Turner as Woman in Library

Sierra Pecheur as Woman at Lunch Counter

Joe Petcka as Man on Street

Brian Callaway as Man on Street

Coburn Goss as Man on Street

Christian Michel as Man on Street

Perry Cavitt as Ogling Man

Crystal McKinney as Unimpressed Woman

Jeanne Marie Rice as Unimpressed Woman

Kathrin Middleton as Gigi's Friend

Logan Lerman as Young Nick Marshall

Kelly Cooper as Showgirl

Palmer Davis as Showgirl

Katie Miller as Showgirl

Dana Waters as Nick's Mom

Gregory Cupoli as Male Role Model

Alexondra Lee as Woman in Pink Sweater

Aviva Gale as Counter Girl

Shirley Prestia as Coffee Shop Customer

T.J. Thyne as Coffee Shop Customer

Norman H. Smith as Norm

Audrey Wasilewski as Secretary with Danish / Kitchen Secretary

Angela Oh as Jess, Dan's Secretary

Robert Briscoe Evans as Ted

Chris Rolfes as Woman in Park

Katie Kneeland as Woman in Park

Jeanine O'Connell as Woman in Park

Kelley Hazen as Woman in Park

Brooke Elliott as Woman in Park

Kristina Martin as Woman in Park

Harmony Rousseau as Sloane / Curtis Receptionist

Lisa Long as Sloane / Curtis Executive

Heidi Helmer as Marshall Field's Shopper

Marla Martensen as Marshall Field's Shopper

Sally Meyers Kovler as Marshall Field's Shopper

Ashley Quirico as Marshall Field's Shopper

Regan Rohde as Marshall Field's Shopper

Liz Tannebaum as Marshall Field's Shopper

LeShay N. Tomlinson as Marshall Field's Shopper

Cristine Rose as Sloane / Curtis Attorney

Arden Myrin as Darcy's Assistant

Rachel Duncan as Alex's Friend

Alex McKenna as Alex's Friend

Regiane Gorski as Yoga Instructor

Juliandra Gillen as Woman in Library

Lisa Anne Hillman as Woman in Library

Tracy Pacheco as Woman in Library

Jamie Gutterman as Jogger by Lake

Maggie Egan as Kitchen Secretary

Juanita Jennings as Kitchen Secretary

Hallie Meyers-Shyer as Girl at Lunch Counter

Kate Asner as Woman at Lunch Counter

Caryn Greenhut as Woman at Lunch Counter

Jennifer Greenhut as Woman at Lunch Counter

Marnie Mosiman as Woman at Lunch Counter

Nnenna Freelon as Nightclub Singer

Gil Hacohen as Haim

Nancy Monsarat as Nike Executive

Jacqueline Thomas as Nike Executive

Rory Byrne as Nike Executive

Victoria Garcia-Kelleher as Secretary

Gertrude Wong as Old Woman in Chinatown

Andi Eystad as Girl at Prom

Greg Bronson as Upscale Pedestrian (uncredited)

Kira Coplin as Alex's Friend (uncredited)

Kiva Dawson as Showgirl (uncredited)

Elizabeth Friedman as Classmate (uncredited)

Melanie Good as Showgirl (uncredited)

Drew Howerton as Boy at Prom (uncredited)

Kimberly Lyon as Showgirl (uncredited)

Krista McRoberts as Angela (uncredited)

Bette Midler as Dr. J. M. Perkins (uncredited)

Andy Schofield as Man in Park (uncredited)

Nancy Sinclair as Woman Getting Manicure (uncredited)

Melinda Songer as Dancer (uncredited)

Lauren Stewart as Gigi's Friend #3 (uncredited)

Tracey Stone as Black-Haired Beauty (uncredited)

Dean Teaster as Taxi Driver (uncredited)

Gena Vazquez as Marshall Field's Shopper (uncredited)

Nancy Wetzel as Co-worker (uncredited)