Jack Nicholson as Warren Schmidt

Kathy Bates as Roberta Hertzel

Hope Davis as Jeannie Schmidt

Dermot Mulroney as Randall Hertzel

June Squibb as Helen Schmidt

Howard Hesseman as Larry Hertzel

Harry Groener as John Rusk

Connie Ray as Vicki Rusk

Len Cariou as Ray Nichols

Mark Venhuizen as Duncan Hertzel

Cheryl Hamada as Saundra

Phil Reeves as Minister in Denver

Matt Winston as Gary Nordin - Warren's Replacement

James M. Connor as Randall's Best Man

Jill Anderson as Bridesmaid Reading St. Paul

Vaughan Wenzel as Man Mourning Helen

Judith Kathryn Hart as Woman Mourning Helen

Robert Kem as Priest in Omaha

Melissa Hanna as Dairy Queen Employee

Tung Ha as Frat Kid

James J. Crawley as Other Frat Kid

Mary Beth Nelson as Bartender

Steve Heller as Tire Store Employee

Lester Kills Crow as Native American Cashier

Thomas Michael Belford as Funeral Director

McKenna Gibson as Six-year-old Jeannie

Emily McNaughton as Twelve-year-old Jeannie

Beth Heimann as Wedding Singer #1

Linda Wilmot as Wedding Singer #2