Sarah Polley as Harper Sloane

Stephen Rea as Connie Fitzpatrick

Jean Smart as Deborah Sloane

Gina Gershon as Billie

Paul Dooley as Walter

Carrie Preston as Patty

Tracy Letts as Zack

Emily Procter as Susan Sloane

Sharon McNight as Leslie

Gedde Watanabe as Ed

Carlton Wilborn as Jay

Sandra Oh as Cindy

Francis Guinan as Alan Sloane

Oded Gross as Gary

Grace Una as April

Jasmine Guy as Linda

Danny Kovacs as Cop

Brian Frank as Wedding Guest #1

Debra Engle as Wedding Guest #2

Johnny Radzik as Espresso Guy

Paulina Sahagan as Mexican Seamstress

Lynne Marie Stewart as Nurse

Kai Ephron as Positano's Regular

Alexandra Holden as Angelic Girl

Patti Weiss as Tipsy Woman at Party

James Noah as Older Man in Café

Lindsay Beamish as Younger Woman in Café

Rose Mallett as Birthday Singer

Lynn Beasley as Sexy Bridesmaid

Scott Kaske as Transsexual Babe

J. Trevor Edmond as Jeremy (uncredited)

Kevin Brief as Dentist (uncredited)

Cathy Carlson as Party Guest (uncredited)

Martin Yu as Boyfriend (uncredited)