1939-40 Eastern Canada Memorial Cup Playoffs

Quarter Final
Best of 3

Perth Blue Wings beat Charlottetown Royals 2 wins to none.

Semi Finals
Best of 3

Verdun Maple Leafs beat Perth Blue Wings 2 wins to none.

Oshawa Generals beat South Porcupine Dome Mines 2 wins to none.

Final
Best of 3

Oshawa Generals beat Verdun Maple Leafs 2 wins to none.

Oshawa Generals advanced to the 1939-40 Memorial Cup Final.