The Leafs accommodated his wish and he was traded to the Hershey Bears of the AHL. Ubriaco was very successful with the Bears, with a personal-best season of 38 goals and 86 points in the 1965–66 season. When the 1967 NHL Expansion came, and a potential chance to play in the NHL came, the Bears were not NHL-affiliated and this meant that Ubriaco was not eligible for the 1967 NHL Expansion Draft.
The Leafs agreed to his request and he was traded to the Hershey Bears of the AHL. Ubriaco thrived with the Bears, achieving a personal-best season of 38 goals and 86 points in the 1965–66 season. When the 1967 NHL Expansion occurred, and an opportunity to play in the NHL arose, the Bears were not affiliated with the NHL, making Ubriaco ineligible for the 1967 NHL Expansion Draft.