Will Smith
Alex 'Hitch' Hitchens
Kevin James
Albert Brennaman
Amber Valletta
Allegra Cole
Julie Ann Emery
Casey Sedgewick
Robinne Lee
Cressida Baylor
Jeffrey Donovan
Vance Munson
Austin Lysy
Magnus “Maggie” Forester
Adam LeFevre
Speed Dating Guy
Joe Lo Truglio
Music Lover Guy
Ryan Cross
Charles Wellington
Fran Kranz
Coca Cola Guy (uncredited)
Mimi Weddell
Grandma Wellington
Caprice Benedetti
Gorgeous Wife
Brielle Barbusca
Student on Class Trip
Kimberly Cash
Kissing Girl
Michelle DiBenedetti
First Date Woman
Amy Metroka
Female Speed Dater
Jennifer Pedersen
Bar Girl
Keri Uribe
Sara's Nosey Officemate
Olivia Weston
Beautiful Yatch Owner
Dianne Zaremba
Sara's Co-Worker
Joanna Lu
Elevator Girl (uncredited)