Alex 'Hitch' Hitchens

Will Smith

Sara

Eva Mendes

Driver

Michael Colgan

Albert

Kevin James

Allegra Cole

Amber Valletta

Casey Sedgewick

Julie Ann Emery

Max

Adam Arkin

Cressida Baylor

Robinne Lee

Ben

Michael Rapaport

Geoff

Nathan Lee Graham

Vance Munson

Jeffrey Donovan

Mandy

Paula Patton

CEO

Philip Bosco

Tanis

Ato Essandoh

Neil

Kevin Sussman

Mika

Navia Nguyen

Bartender

Darrell Foster

Marla

Amy Hohn

Pete

Matt Malloy

Lisa

Maria Thayer

Reporter

Janet Huege

Kim

Rebecca Mader

Stephanie

Marlyne Barrett

Tom Reda

Jack Hartnett

Casper Andreas

Chip

David Wike

Larry

Frederick B. Owens

Louise

Jenna Stern

Magnus “Maggie” Forester

Austin Lysy

Speed Dating Guy

Adam LeFevre

Alan Arkin

Music Lover Guy

Joe Lo Truglio

Charles Wellington

Ryan Cross

Drugstore Clerk

Beau Sia

Coca Cola Guy

Fran Kranz

Grandma Wellington

Mimi Weddell

Gorgeous Wife

Caprice Benedetti

Kate

Rain Phoenix

Hot Date

Anya Avaeva

Student on Class Trip

Brielle Barbusca

Kissing Girl

Kimberly Cash

Michelle Deighton

Bar Girl

Valbona Coba

First Date Woman

Michelle DiBenedetti

Yoga Student

Alexa Lane

Bar Girl

Christina Lauren

Female Speed Dater

Amy Metroka

Club Girl

Maria Nomi

Bar Girl

Jennifer Pedersen

Sara's Nosey Officemate

Keri Uribe

Beautiful Yatch Owner

Olivia Weston

Sara's Co-Worker

Dianne Zaremba

Maria

Mercedes Renard

Tony

Tony Travis

Ron

Ptolemy Slocum