1939–40 Toronto Maple Leafs season

The 1939–40 Toronto Maple Leafs season was Toronto's 23rd season of operation in the National Hockey League (NHL). The Maple Leafs again advanced to the Stanley Cup Finals, losing to the New York Rangers.

Playoffs
The Maple Leafs played the Chicago Black Hawks and Detroit Red Wings in the first two rounds of the playoffs in best of three series, and swept both. In the finals, they played the New York Rangers in a best of seven series and lost 4–2.

Regular season

 * Scoring
 * Goaltending

Playoffs

 * Scoring
 * Goaltending

Transactions

 * May 18, 1939: Acquired Sweeney Schriner from the New York Americans for Murray Armstrong, Buzz Boll, Busher Jackson and Doc Romnes
 * July 1, 1939: Charlie Conacher returned from the Detroit Red Wings after Detroit failed to renew contract
 * September 1, 1939: Signed Free Agent Clarence Drouillard
 * September 22, 1939: Traded Charlie Conacher to the New York Americans for Future Considerations
 * October 13, 1939: Traded Chuck Shannon to the New York Americans for cash
 * October 13, 1939: Traded Jack Howard to the St. Louis Flyers of the AHA for cash