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March 24, 1936 - Detroit's Mud Bruneteau ends the longest Stanley Cup playoff game ever, scoring the game's only goal in a 1-0 victory over the Montreal Maroons. The goal came 16:30 into the sixth overtime period for a total of 116:30 of overtime. The game was a mere 3:30 short of the equivalent of playing three games back-to-back-to-back.
April 23, 1950 - Pete Babando scores at 28:31 of overtime to give the Detroit Red Wings a 4-3 win in the seventh game of the Stanley Cup Finals over the New York Rangers.
April 21, 1951 - Bill Barilko scores at 2:53 of overtime to give the Toronto Maple Leafs a 3-2 win in the fifth game of the Stanley Cup Finals over the Montreal Canadiens.
April 16, 1954 - Tony Leswick scores at 4:20 of overtime to give the Detroit Red Wings a 2-1 win in the seventh game of the Stanley Cup Finals over the Montreal Canadiens.
April 23, 1964 - Bobby Baun of the Toronto Maple Leafs nets a game winner against Detroit 1:43 into overtime in Game 6 of the Finals. The goal is notable because Baun had broken his ankle earlier in the game. It was frozen and taped, and Baun returned to the ice to score the winning goal.
May 10, 1970 - One of the most indelible moments in sports history is the sight of Bobby Orr's "in flight" goal that gave the Boston Bruins a 4-3 win and a four game sweep of the St. Louis Blues in the Stanley Cup Finals.
May 14, 1977 - Jacques Lemaire scored his 2nd of 3 career playoff overtime goals to defeat the Boston Bruins 2-1, allowing the Montreal Canadiens to win the Stanley Cup Final series 4-0.
May 24, 1980 - Bob Nystrom of the New York Islanders scores the Stanley Cup clinching goal at 7:11 of overtime, eliminating the Philadelphia Flyers in six games.
April 10, 1982 - Rookie Daryl Evans gives the Los Angeles Kings a 6-5 win over the Edmonton Oilers at 2:35 of overtime. The Kings trailed the Oilers 5-0 after the second period of Game 3 of the Smythe Division Semifinals.
May 12, 1986 - Doug Wickenheiser's overtime goal gives the St. Louis Blues a 6-5 win over the Calgary Flames in Game 6 of the Campbell Conference Finals. The goal, known as the "Monday Night Miracle", capped a 5-1 comeback, made all the more impressive that all four comeback goals were scored in the last ten minutes of the third period.
May 18, 1986 - A Brian Skrudland goal nine seconds into overtime ends the shortest overtime in NHL history. The goal gave the Montreal Canadiens a 3-2 victory over the Calgary Flames in Game 2 of the Stanley Cup Finals.
May 15, 1990 - After hardly playing in overtime, Petr Klima came off the bench late in triple overtime and scored almost immediately to end the longest overtime in NHL Finals history. The goal gave the Edmonton Oilers a 3-2 victory over the Boston Bruins in Game 1 of the Stanley Cup Finals, setting the stage for the Oilers' fifth cup in seven years.
April 30, 1994 - Pavel Bure scores 2:20 into the second overtime of the seventh game of the opening round of Vancouver's playoff series with Calgary. The win gave the Vancouver Canucks three consecutive overtime wins over the favored Calgary Flames, who squandered a 3-1 series lead.
May 27, 1994 - Stephane Matteau ends the Eastern Conference Finals with a wrap-around goal on New Jersey's rookie goaltender Martin Brodeur. It was Matteau's second multiple overtime goal of the series and propelled the New York Rangers to their first Finals appearance in fifteen years.
June 10, 1996 - Uwe Krupp became the 12th player in NHL history to end the Stanley Cup Finals with an overtime tally giving the Colorado Avalanche a 1-0 win and a sweep of the Florida Panthers.
June 19, 1999 - Brett Hull scores with 5:09 left in the third OT in game six to win the Stanley Cup for the Dallas Stars over the Buffalo Sabres. Further review reveals that Hull's foot was in the crease before the puck entered the crease (which was illegal for that season,) but this was not seen by the on-ice officials and resulted in the "No-Goal" controversy.
June 10, 2000 - Jason Arnott scores on Dallas goalie Ed Belfour in the second overtime period of game 6 to give the New Jersey Devils their second Stanley Cup.
Longest NHL overtime games
This is a list of the longest National Hockey League (NHL) overtime games.
Overtime length
(min:sec) Score Date Scorer
1. 116:30 Detroit Red Wings 1-0 Montreal Maroons March 24, 1936 Mud Bruneteau
2. 104:46 Toronto Maple Leafs 1-0 Boston Bruins April 3, 1933 Ken Doraty
3. 92:01 Philadelphia Flyers 2-1 Pittsburgh Penguins May 4, 2000 Keith Primeau
4. 80:48 Mighty Ducks of Anaheim 4-3 Dallas Stars April 24, 2003 Petr Sykora
5. 79:15 Pittsburgh Penguins 3-2 Washington Capitals April 24, 1996 Petr Nedved
6. 70:18 Toronto Maple Leafs 3-2 Detroit Red Wings March 23, 1943 Jack McLean
7. 68:52 Montreal Canadiens 2-1 New York Rangers March 28, 1930 Gus Rivers
8. 68:47 New York Islanders 3-2 Washington Capitals April 18, 1987 Pat LaFontaine
9. 65:43 Buffalo Sabres 1-0 New Jersey Devils April 27, 1994 Dave Hannan
10. 61:09 Montreal Canadiens 3-2 Detroit Red Wings March 27, 1951 Maurice Richard
11. 60:40 New York Americans 3-2 New York Rangers March 27, 1938 Lorne Carr
12. 59:32 New York Rangers 4-3 Montreal Canadiens March 26, 1932 Fred Cook
13. 59:25 Boston Bruins 2-1 New York Rangers March 21, 1939 Mel Hill
14. 57:34 Dallas Stars 3-2 Edmonton Oilers April 27, 1999 Joe Nieuwendyk
15. 55:13 Edmonton Oilers 3-2 Boston Bruins May 15, 1990 Petr Klima*
16. 54:51 Dallas Stars 2-1 Buffalo Sabres June 19, 1999 Brett Hull**
17. 54:47 Detroit Red Wings 3-2 Carolina Hurricanes June 8, 2002 Igor Larionov*
18. 53:54 Philadelphia Flyers 3-2 Toronto Maple Leafs April 16, 2003 Mark Recchi
19. 53:50 Chicago Black Hawks 3-2 Montreal Canadiens April 9, 1931 Cy Wentworth*
20. 52:12 Chicago Black Hawks 2-1 Montreal Canadiens March 26, 1961 Murray Balfour
*Stanley Cup Finals game
