Jennifer Lopez as Mary Fiore

Matthew McConaughey as Steve Edison

Justin Chambers as Massimo

Joanna Gleason as Mrs. Donolly

Lou Myers as Burt Weinberg

Kathy Najimy as Geri

Charles Kimbrough as Mr. Donolly

Judy Greer as Penny

Bridgette Wilson-Sampras as Fran Donolly

Alex Rocco as Salvatore

Kevin Pollak as Dr. John Dojny

Fred Willard as Basil St. Mosely

Frances Bay as Dottie

Bree Turner as Tracy - Bride

Philip Pavel as Benton

Fabiana Udenio as Anna Bosco

Susan Mosher as Frieda

Natalia Safran as Crying Bride

F. William Parker as Father of the Bride - Mr. Bartlett

Dan Finnerty as Best Man

Don West as Bernard

Peter Brown as Justice

Bianca Ruiz Brockl as Girl in Hospital

Nicole Arlyn as Guest

Seth Howard as Bellhop

Greg Lauren as Keith

Magali Amadei as Wendy

Phil Chong as Taxi Driver

Lydell M. Cheshier as Guard in Statue Park

Dee Dee Weathers as Bride Copeland Wedding

Harry Danner as Wedding Minister

Huntley Ritter as Groom

Bobby Pappas as Greek Groom (uncredited)