Lorraine Bracco plays Mary, the loving and supportive mother of the two young brothers.
John Heard portrays Daugherty, the stepfather of the two boys, whose behavior causes tension in the family.
Adam Baldwin takes on the role of The King, a mysterious character who impacts the brothers' lives.
Elijah Wood stars as Mike, one of the two brothers who initiates the imaginative plan involving a Radio Flyer wagon.
Joseph Mazzello plays Bobby, the younger brother who looks up to his sibling and joins in on their creative adventure.
Ben Johnson is Geronimo Bill, a wise elderly man who shares stories and wisdom with the boys.
Sean Baca appears as Fisher, one of the neighborhood kids who interacts with the brothers during their escapades.
Robert Munic portrays Older Fisher, showing the character in a later stage of life in the film.
Garette Ratliff Henson plays Chad, a friend of the boys who becomes involved in their imaginative adventures.
Thomas Ian Nicholas takes on the role of Ferdie, another friend who stands by the brothers in their endeavors.
Noah Verduzco appears as Victor Hernandez, a character from the boys' neighborhood who plays a part in their story.
Isaac Ocampo portrays Jorge Hernandez, Victor's brother, who also has interactions with the two brothers.
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