Will Smith character Alex 'Hitch' Hitchens
Eva Mendes character Sara Melas
Kevin James character Albert Brennaman
Amber Valletta character Allegra Cole
Julie Ann Emery character Casey Sedgewick
Adam Arkin character Max
Robinne Lee character Cressida Baylor
Nathan Lee Graham character Geoff
Michael Rapaport character Ben
Jeffrey Donovan character Vance Munson
Paula Patton character Mandy
Philip Bosco character Mr. O'Brian
Kevin Sussman character Neil
Navia Nguyen character Mika
Matt Malloy character Pete
Maria Thayer character Lisa
Ato Essandoh character Tanis
Marlyne Barrett character Stephanie
Jack Hartnett character Tom Reda
David Wike character Chip
Frederick B. Owens character Larry
Jenna Stern character Louise
Austin Lysy character Magnus “Maggie” Forester
Adam LeFevre character Speed Dating Guy
Joe Lo Truglio character Music Lover Guy
Ryan Cross character Charles Wellington
Beau Sia character Drugstore Clerk
Fran Kranz character Coca Cola Guy (uncredited)
Amy Hohn character Marla
Mimi Weddell character Grandma Wellington
Caprice Benedetti character Gorgeous Wife
Mercedes Lopez Renard character Maria
Rain Phoenix character Kate
Anya Avaeva character Hot Date
Brielle Barbusca character Student on Class Trip
Kimberly Cash character Kissing Girl
Valbona Coba character Bar Girl
Michelle DiBenedetti character First Date Woman
Alexa Lane character Yoga Student
Christina Lauren character Bar Girl
Rebecca Mader character Kim
Amy Metroka character Female Speed Dater
Maria Nomi character Club Girl
Jennifer Pedersen character Bar Girl
Keri Uribe character Sara's Nosey Officemate
Olivia Weston character Beautiful Yatch Owner
Dianne Zaremba character Sara's Co-Worker
Joanna Lu character Elevator Girl (uncredited)
