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The 1959 Stanley Cup Final was contested by the defending champion Montreal Canadiens and the Toronto Maple Leafs. Montreal was making its ninth consecutive appearance in the Final series. It was Toronto's first appearance since 1951. The Canadiens would win the series four games to one to win their fourth-straight Cup victory.
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Montreal defeated the Chicago Black Hawks 4–2 to reach the finals. Toronto defeated the Boston Bruins 4–3 to reach the 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
| Date | Away | Score | Home | Score | Notes |
|---|---|---|---|---|---|
| April 9 | Toronto | 3 | Montreal | 5 | |
| April 11 | Toronto | 1 | Montreal | 3 | |
| April 14 | Montreal | 2 | Toronto | 3 | OT |
| April 16 | Montreal | 3 | Toronto | 2 | |
| April 18 | Toronto | 3 | Montreal | 5 |
Montreal wins best-of-seven series 4 games to 1
| Preceded by Montreal Canadiens 1958 |
Montreal Canadiens Stanley Cup Champions 1959 |
Succeeded by Montreal Canadiens 1960 |
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