The Pittsburgh Penguins played in the Stanley Cup Finals in the 1991 and 1992 playoffs. The Penguins captured the Stanley Cup in both years by defeating the Minnesota North Stars in six games to win the franchise's first Cup, then repeating as league champions the next year after sweeping the Chicago Blackhawks in four games.
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The Penguins have been to the Stanley Cup Finals four times. They've won the Cup 4 times (1991 vs. the Minnesota North Stars; 1992 vs. the Chicago Blackhawks; and 2009 vs. the Detroit Red Wings), and lost in the finals once (2008, to the Red Wings). They also won in 2016 vs. the San Jose Sharks.
The Penguins have been to the Stanley Cup Finals four times. They've won the Cup 3 times (1991 vs. the Minnesota North Stars; 1992 vs. the Chicago Blackhawks; and 2009 vs. the Detroit Red Wings), and lost in the finals once (2008, to the Red Wings).