The 1939 Stanley Cup Finals was contested by the Boston Bruins and the Toronto Maple Leafs.
Boston defeated New York Rangers in a best-of-seven 4–3 to advance to the Finals.
The Maple Leafs had to play two best-of three series; winning 2–0 against New York Americans, and 2–1 against the Detroit Red Wings to advance to the Finals.
Frank Brimsek held Toronto to just six goals in the 5 games.
The 1939 Stanley Cup was presented to Bruins captain Cooney Weiland by NHL President Frank Calder following the Bruins 3–1 win over the Maple Leafs in game five.