1958–59 Montreal Canadiens season

The 1958–59 Montreal Canadiens season was the club's 50th season of play. The Canadiens won the Stanley Cup for the fourth consecutive season, and the 11th time in club history.

Stanley Cup finals
Rocket Richard, hampered by injuries, did not score at all during the playoffs. Toronto was making its first finals appearance since 1951.

Toronto Maple Leafs vs. Montreal Canadiens Montreal won the best-of-seven series 4 games to 1.