Lindsay Lohan as Thea Dixon

Luke Kirby as Nick Steinwald

Chris Parnell as Jerry Steinwald

Aaron Yoo as Miles

Bridgit Mendler as Emma

Tracee Ellis Ross as Kristin

Kevin Covais as Greg

Bonnie Somerville as Suzie Cavandish

Cheryl Hines as Lisa DePardo

Creed Bratton as Abbott

Janeane Garofalo as Claire

Keiko Agena as Pregnant Bookstore Woman

Jack Axelrod as O'Keefe

Alexandra Barreto as Pretty Woman

Jenni Blong as Pregnant Soccer Mom #1

Shirly Brener as Brittney

Christa Campbell as Brooke

Maree Cheatham as Ann

Pat Crawford Brown as Aunt Betty

Darcy DeMoss as Redhead

D. C. Douglas as Vista Producer

Pete Gardner as Terry Bournachie

Willie Garson as Carl

Michelle Gillette as Woman in Crowd

Belen Greene as Earth Mother

Tarri Markel as Baby Shower Guest

Amber Alexander as Baby Shower Guest #1

Laura Liguori as Baby Shower Guest #2

Ana Ortiz as Donna

Barry Papick as Tim

Lonny Ross as Phillip

Marc Senter as Photographer

Jessica St. Clair as Pregnancy Class Instructor

Jay Thomas as Garth

Brendan Bradley as Lifeguard (uncredited)

Donald V. Allen as Umpire