Mel Gibson character Nick Marshall
Helen Hunt character Darcy McGuire
Marisa Tomei character Lola
Alan Alda character Dan Wanamaker
Lauren Holly character Gigi
Logan Lerman character Young Nick Marshall
Mark Feuerstein character Morgan Farwell
Ashley Johnson character Alexandra Marshall
Eric Balfour character Cameron
Delta Burke character Eve
Diana Maria Riva character Stella
Judy Greer character Erin
Sarah Paulson character Annie
Lisa Edelstein character Dina
Robin Pearson Rose character Kitchen Secretary
Christopher Emerson character Mail Room Kid
Ashlee Turner character Woman in Library
Sierra Pecheur character Woman at Lunch Counter
Valerie Perrine character Margo
Ana Gasteyer character Sue Cranston
Loretta Devine character Flo the Doorwoman
Andrea Baker character Office Intern
Joe Petcka character Man on Street
Brian Callaway character Man on Street
Coburn Goss character Man on Street
Perry Cavitt character Ogling Man
Crystal McKinney character Unimpressed Woman
Jeanne Marie Rice character Unimpressed Woman
Kathrin Middleton character Gigi's Friend
Kelly Cooper character Showgirl
Palmer Davis character Showgirl
Katie Miller character Showgirl
Dana Waters character Nick's Mom
Gregory Cupoli character Male Role Model
Alexondra Lee character Woman in Pink Sweater
Aviva Gale character Counter Girl
Shirley Prestia character Coffee Shop Customer
T. J. Thyne character Coffee Shop Customer
Audrey Wasilewski character Secretary with Danish / Kitchen Secretary
Angela Oh character Jess, Dan's Secretary
Robert Briscoe Evans character Ted
Chris Rolfes character Woman in Park
Katie Kneeland character Woman in Park
Jeanine O'Connell character Woman in Park
Kelley Hazen character Woman in Park
Brooke Elliott character Woman in Park
Kristina Martin character Woman in Park
Harmony Rousseau character Sloane / Curtis Receptionist
Lisa Long character Sloane / Curtis Executive
Heidi Helmer character Marshall Field's Shopper
Marla Martensen character Marshall Field's Shopper
Sally Meyers Kovler character Marshall Field's Shopper
Ashley Quirico character Marshall Field's Shopper
Regan Rohde character Marshall Field's Shopper
Liz Tannebaum character Marshall Field's Shopper
LeShay N. Tomlinson character Marshall Field's Shopper
Cristine Rose character Sloane / Curtis Attorney
Arden Myrin character Darcy's Assistant
Rachel Duncan character Alex's Friend
Alex McKenna character Alex's Friend
Regiane Gorski character Yoga Instructor
Juliandra Gillen character Woman in Library
Lisa Anne Hillman character Woman in Library
Tracy Pacheco character Woman in Library
Jamie Gutterman character Jogger by Lake
Maggie Egan character Kitchen Secretary
Juanita Jennings character Kitchen Secretary
Hallie Meyers-Shyer character Girl at Lunch Counter
Kate Asner character Woman at Lunch Counter
Caryn Greenhut character Woman at Lunch Counter
Jennifer Greenhut character Woman at Lunch Counter
Marnie Mosiman character Woman at Lunch Counter
Nnenna Freelon character Nightclub Singer
Gil Hacohen character Haim
Nancy Monsarat character Nike Executive
Jacqueline Thomas character Nike Executive
Rory Byrne character Nike Executive
Victoria Garcia-Kelleher character Secretary
Gertrude Wong character Old Woman in Chinatown
Christian Michel character Man on Street
Andi Eystad character Girl at Prom
Greg Bronson character Upscale Pedestrian (uncredited)
Kira Coplin character Alex's Friend (uncredited)
Kiva Dawson character Showgirl (uncredited)
David C. Fisher character Restaurant Patron (uncredited)
Elizabeth Friedman character Classmate (uncredited)
Melanie Good character Showgirl (uncredited)
Drew Howerton character Boy at Prom (uncredited)
Kimberly Lyon character Showgirl (uncredited)
Krista McRoberts character Angela (uncredited)
Bette Midler character Dr. J. M. Perkins (uncredited)
Andy Schofield character Man in Park (uncredited)
Nancy Sinclair character Woman Getting Manicure (uncredited)
Melinda Songer character Dancer (uncredited)
Lauren Stewart character Gigi's Friend #3 (uncredited)
Tracey Stone character Black-Haired Beauty (uncredited)
Dean Teaster character Taxi Driver (uncredited)
Gena Vazquez character Marshall Field's Shopper (uncredited)
Nancy Wetzel character Co-worker (uncredited)