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The 1986 Stanley Cup Final NHL championship series was contested by the Calgary Flames in their first Final appearance and the Montreal Canadiens in their 32nd. The Canadiens would win the best-of-seven series four games to one, to win their twenty-third Stanley Cup, and their seventeenth in their last eighteen Finals appearances dating back to 1956. It was the first all-Canadian finals since 1967, the last year of the original six era.
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Calgary defeated the Winnipeg Jets 3–0, the defending champion and in-province rival Edmonton Oilers 4–3 and the St. Louis Blues 4–3 to advance to the final.
Montreal defeated rival Boston Bruins 3–0, the Hartford Whalers 4–3, and the New York Rangers 4–1 to make it to the final.
Brian Skrudland's game-winning goal in game two ended the shortest overtime in NHL playoff history, at a mere nine seconds. Montreal rookie goaltender Patrick Roy was awarded the Conn Smythe Trophy as the playoff MVP.
This was the only time between 1984 and 1990 that the Stanley Cup wasn't won by either the Flames or the Edmonton Oilers.
Calgary Flames vs. Montreal Canadiens
| Date | Visitors | Score | Home | Score | Notes |
|---|---|---|---|---|---|
| Fri, May 16 | Montreal | 2 | Calgary | 5 | |
| Sun, May 18 | Montreal | 3 | Calgary | 2 | OT |
| Tue, May 20 | Calgary | 3 | Montreal | 5 | |
| Thu, May 22 | Calgary | 0 | Montreal | 1 | |
| Sat, May 24 | Montreal | 4 | Calgary | 3 |
Montreal wins the series 4–1.
—Don Whitman calling Brian Skrudland's overtime goal in game two.
17 Craig Ludwig
* won the Calder Cup as American Hockey League(AHL) Championship in 1985 with Sherbrooke Canadiens.
| Preceded by Edmonton Oilers 1985 |
Montreal Canadiens Stanley Cup Champions 1986 |
Succeeded by Edmonton Oilers 1987 |
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