Jennifer Aniston as Sarah Huttinger

Kevin Costner as Beau Burroughs

Shirley MacLaine as Katharine Richelieu

Mark Ruffalo as Jeff Daly

Richard Jenkins as Earl Huttinger

Christopher McDonald as Roger McManus

Steve Sandvoss as Scott

Mena Suvari as Annie Huttinger

Mike Vogel as Blake Burroughs

Rob Lanza as New Year's Eve M.C.

Lisa Vachon as Young Katherine

Trevor Stock as Young Beau

Jennifer Taylor as Jocelyn Richelieu

Marcia Ann Burrs as Pasadena Wife

Lynn Wanlass as Pasadena Wife

Mary Anne McGarry as Pasadena Wife

Maree Cheatham as Party Guest

Gloria Grant as Party Guest

Gregory White as Party Guest

Jake Mailey as Party Guest

Frank Novak as Party Guest

Billy Kerr as Party Guest

Terrie Snell as Party Guest

Shannon Farnon as Party Guest

Jenny Wade as Nikki

Erinn Bartlett as Donna

Allyson Bradford as Bridesmaid

Kate McClafferty as Bridesmaid

Googy Gress as Burly Man

Rolando Molina as Mover

Carmela Rappazzo as Party Planner

Erinn Hayes as Wedding Coordinator

Christopher Stapleton as Bartender

George F. Regas as Pastor

Jaime Ray Newman as Conference Greeter

Andy Milder as Conference Attendee

Gabriel Jarret as Conference Attendee

Clyde Kusatsu as Conference Attendee

John Sterling Carter as Conference Attendee

Mike Baldridge as Reporter

Donna Cooper as Reporter

Erin McDonald as Waitress

Paul Ganus as Co-Pilot

Amos Levkovitch as Magician

Leigh French as Charity Dinner Guest

Charlotte Colavin as Charity Dinner Guest

George Gerdes as Charity Dinner Guest

Lyman Ward as Charity Dinner Guest

Jordan Lund as Charity Dinner Guest

John E. Byrd as Doorman

Kathy Bates as Aunt Mitsy (uncredited)

Colleen Camp as Pasadena Wife (uncredited)

George Hamilton as Self (uncredited)