It Had to Be You (2000)

Natasha Henstridge

Anna Penn

Michael Vartan

Charlie Hudson

Michael Rispoli

Henry Taylor

Olivia D'Abo

Tracey Meltempi

Faith Prince

Madelaine at Bergdorf Goodman

George DiCenzo

Mel

Phyllis Newman

Judith Penn

Joelle Carter

Claire Parker

Lorraine Mazzola

Mindy

Tony Sirico

Ricky Valentino

George Ede

Father Fitzpatrick

Hillary B. Smith

Bulgari Sales Woman

Phil Stein

Bobby Love

Tod Engle

Mickey

Jennifer Bassey

Mrs. Allen

James A. Baffico

Desk Sergeant

Larry Fleischman

Barney

Emmy Rossum

Young Girl

John 'Cha Cha' Ciarcia

Cha Cha

Joseph Tudisco

Bellhop #1

Jeff Mazzola

Bellhop #2

Tracey Morton

Julia at The Plaza Front Desk

Stephen Love

Front Desk Clerk

Barry Preston

Maitre'd Oak Room

Garry Pastore

Detective #1

Joey Baldwin

Detective #2

Donnah Welby

Young Girl's Mother

John Polce

Bartender Oak Bar

Don Stephenson

Waiter

Rebecca Wisocky

Waitress

Stephen Goodman

Maitre'D Palm Court

Stella Bach

Francesca

David Healy

David Allen

Mark Groubert

Bar Patron

Frankie Muniz

Young Plaza Ambassador

Brenda Bergman

Bobby Love's Wedding Band

Jeffrey Howard

Bobby Love's Wedding Band

John Bader

Plumber (uncredited)

Dar Billingham

Waitress (uncredited)

Edward Hibbert

Stanley (uncredited)

Carmine Raspaolo

Chico (uncredited)