Definitely, Maybe

Three relationships. Three disasters. One last chance.

When Will decides to tell his daughter the story of how he met her mother, he discovers that a second look at the past might also give him a second chance at the future.

Comedy Romance

Ryan Reynolds

(Will Hayes)

Abigail Breslin

(Maya Hayes)

Elizabeth Banks

(Emily)

Isla Fisher

(April)

Rachel Weisz

(Summer Hartley)

Kevin Kline

(Hampton Roth)

Derek Luke

(Russell McCormack)

Liane Balaban

(Kelly)

Annie Parisse

(Anne)

Nestor Serrano

(Arthur)

Kevin Corrigan

(Rafael)

An Nguyen

(Ad Exec)

Adam Brooks

(Bookstore Owner)

Emily Wickersham

(1998 Intern)

Daniel Eric Gold

(Charlie)

Adam Ferrara

(Gareth)

Matthew Mason

(Headphone Guy)

Rick Derby

(Planet Ordon Visitor)

Sakina Jaffrey

(School Mom)

Bob Wiltfong

(School Dad)

Ryder Chasin

(Boy With Book)

Fiona Lane

(Angry Girl)

Dana Eskelson

(Angry Girl's Mom)

Luis Arriaga

(Luis)

Melisa McGregor

(Bartender)

Gerard Bianco Jr.

(High School Volunteer)

Mel Rocco

(High School Volunteer)

Stephen Richardson

(Pollster)

Josh Caras

(1994 Intern)

Orlagh Cassidy

(Nurse)

Max Pomeranc

(Campaign Worker)

Robert Klein

(Robert Klein)

Matt Flanders

(Ring Salesman)

Caryn Osofsky

(Café Gitane Night Waitress)

Kerri Kwinter

(Bookstore Owner)

Alexie Gilmore

(Olivia)

Marc Bonan

(Kevin)

Amy Šafránková

(Café Gitane Day Waitress)

Dale Leigh

(Bill Clinton)

Lauren Norman

(Cocktail Server)

Leif Riddell

(Cab Driver)

Blake Benitez

(School Kid)

Dylan Hartigan

(School Kid)

Paulina Gerzon

(School Kid)

Victoria Goldsmith

(School Kid)