TaleSpin (1990)

In this animated adventure comedy, Baloo the Bear is reimagined as a 1930s Pacific Islands bush pilot whose failing air transport company is bought by Rebecca Cunningham and her daughter Molly. With his young friend Kit Cloudkicker at his side, Baloo must keep flying cargo runs to pay off his debt, all while navigating friendship, conflict, and repeated run-ins with Don Karnage and his sky pirates.