
At the end of its run, the film grossed $126,680,884 in the United States and Canada, as well as $101,119,000 internationally, for a worldwide total of $227,799,884. Sleepless in Seattle opened theatrically on June 25, 1993, in 1,579 venues, earning $17,253,733 in its opening weekend, ranking second in the North American box office behind the third weekend of Jurassic Park. "When I Fall in Love" by Celine Dion and Clive Griffin – 4:21."Make Someone Happy" by Jimmy Durante – 1:52."An Affair to Remember" by Marc Shaiman – 2:31."Stand by Your Man" by Tammy Wynette – 2:41."A Wink and a Smile" by Harry Connick, Jr. – 4:08."Bye Bye Blackbird" by Joe Cocker – 3:30."Back in the Saddle Again" by Gene Autry – 2:36."In the Wee Small Hours of the Morning" by Carly Simon – 3:16."A Kiss to Build a Dream On" by Louis Armstrong – 3:01."As Time Goes By" by Jimmy Durante – 2:28.

The film was originally to have been scored by John Barry, but when given a list of twenty songs he had to put in the film, he quit. The three then enter the elevator together and the doors close. After Sam and Annie stare at each other in recognition, Sam says they should go and offers his hand to Annie. As she pulls out Jonah's teddy bear from the backpack, Sam and Jonah emerge from the elevator having returned to fetch it, and the three meet. The observation deck is deserted, but Annie discovers the backpack Jonah left behind. She rushes to the Empire State Building and arrives on the observation deck just moments after the doors to the down elevator close with Sam and Jonah inside. Meanwhile, Annie sees the skyscraper from the Rainbow Room where she is dining with Walter and confesses her doubts to him, amicably ending their engagement. When Sam discovers what Jonah did, he grabs a later plane and follows Jonah where he finds him on the observation deck. With Jessica's help, Jonah flies to New York and goes to the Empire State Building searching for Annie. She returns to Baltimore and then goes to New York to meet Walter for Valentine's Day. He recognizes her from the airport and says "hello" but Annie only responds with "hello" before leaving. The next day she goes again to Sam's houseboat but mistakes Sam's sister, Suzy (Rita Wilson) for Victoria. Annie later secretly watches Sam and Jonah playing on the beach together. While dropping Victoria off at the airport for a flight, Sam sees Annie exiting from her plane and is mesmerized by her, although he has no idea who she is. On the advice of his playmate Jessica (Gaby Hoffmann), Jonah replies to Annie, agreeing to the New York meeting. Jonah reads Annie's letter and likes that it mentions the Baltimore Orioles, but he fails to convince his father to go to New York to meet Annie. Sam begins dating a co-worker, Victoria (Barbara Garrick), whom Jonah dislikes. She decides not to mail it, but her friend and editor Becky (Rosie O'Donnell) does it for her and later agrees to send Annie to Seattle. After watching the film An Affair to Remember, Annie writes a letter suggesting that Sam meet her on top of the Empire State Building on Valentine's Day. One of the listeners is Annie Reed (Meg Ryan), a Baltimore Sun reporter who is engaged to Walter (Bill Pullman) but feels there is something missing from their relationship.

Hundreds of women from around the country who hear the program and are touched by the story write to Sam. Jonah persuades a reluctant Sam to go on the air to talk about how much he misses Maggie.

A year and a half later on Christmas Eve, Jonah calls in to a radio talk show. After Chicago architect Sam Baldwin (Tom Hanks) loses his wife Maggie (Carey Lowell) to cancer, he and his eight-year-old son Jonah (Ross Malinger) start a new life in Seattle, but they continue to grieve.
