It Happened at the World's Fair (1963)

"Swinging higher than the space needle with the gals and the songs at the famous Worlds Fair!"

Mike Edwards and Danny Burke fly a cropduster, but due to Danny's gambling debts, a local sheriff takes custody of it. Trying to earn money, they hitchhike to the World's Fair in Seattle and, while Danny tries to earn money playing poker, Mike cares for a small girl whose father has disappeared.