Cast of Sleepless in Seattle

Tom Hanks plays Sam Baldwin, a widowed father who reluctantly agrees to talk about his late wife on a radio show, which leads him to Annie Reed.

Meg Ryan portrays Annie Reed, a journalist who becomes captivated by Sam's story after hearing him on the radio show.

Bill Pullman plays Walter, Annie's fiancé who soon realizes her growing infatuation with Sam.

Ross Malinger portrays Jonah Baldwin, Sam's young son who plays a pivotal role in bringing his father and Annie together.

Rosie O'Donnell plays Becky, Annie's loyal friend who encourages her to pursue her feelings for Sam.

Gaby Hoffmann portrays Jessica, one of Annie's closest friends who provides support during her romantic dilemma.

Rita Wilson plays Suzy, a friend of Annie's who offers advice and companionship throughout the story.

Victor Garber plays Greg, Sam's best friend who provides guidance and support as Sam navigates love after loss.

Rob Reiner portrays Jay, the colleague and friend of Sam who helps him in his journey to find love again.

Tom Riis Farrell plays Rob, a friend of Sam who joins in supporting him during his romantic endeavors.

Carey Lowell portrays Maggie Baldwin, Sam's late wife who serves as a loving memory for Sam and Jonah.

Barbara Garrick plays Victoria, a woman who shows interest in Sam but eventually realizes his heart belongs to someone else.