Champions
| Province | Team |
|---|---|
| Northern Ontario | South Porcupine Dome Mines |
| Ontario | Oshawa Generals |
| Ottawa | Perth Blue Wings |
| Quebec | Verdun Maple Leafs |
| Maritimes | Charlottetown Royals |
Quarter Final
Best of 3
| Date | Winner | Loser | Location |
|---|---|---|---|
| March 19 | Perth 7 | Charlottetown 2 | Ottawa |
| March 21 | Perth 11 | Charlottetown 2 | Ottawa |
Perth Blue Wings beat Charlottetown Royals 2 wins to none.
Semi Finals
Best of 3
| Date | Winner | Loser | Location |
|---|---|---|---|
| March 30 | Verdun 9 | Perth 4 | Montreal |
| April 1 | Verdun 7 | Perth 5 | Ottawa |
Verdun Maple Leafs beat Perth Blue Wings 2 wins to none.
| Date | Winner | Loser | Location |
|---|---|---|---|
| April 1 | Oshawa 10 | South Porcupine 1 | Oshawa |
| April 3 | Oshawa 10 | South Porcupine 1 | Toronto |
Oshawa Generals beat South Porcupine Dome Mines 2 wins to none.
Final
Best of 3
| Date | Winner | Loser | Location |
|---|---|---|---|
| April 5 | Oshawa 6 | Verdun 3 | Toronto |
| April 10 | Oshawa 4 | Verdun 0 | Montreal |
Oshawa Generals beat Verdun Maple Leafs 2 wins to none.
Oshawa Generals advanced to the 1939-40 Memorial Cup Final.
