Detroit Red Wings and Pittsburgh Penguins. Detroit won.
The Penguins won the 2009 Stanley cup in 7 games against the Red Wings
The Pittsburgh Penguins lost in the 2008 Stanley Cup Finals to the Detroit Red Wings, losing 4 games to 2. The Penguins and Wings would have a rematch the next year with the Penguins winning the cup in the 7th and final game.
The Pittsburgh Penguins vs the Detroit Red Wings. The same teams that played the year before. Only in 2008 the Detroit Red Wings won the cup, but in 2009, the Penguins took home the cup.
The Detroit Red Wings won the 2008 Stanley Cup by defeating the Pittsburgh Penguins in 6 games.Detroit Red Wings
The Pittsburgh Penguins defeated the Minnesota North Stars (now the Dallas Stars) in 1991, then defeated the Chicago Blackhawks in 1992. In 2008, they lost to the Detroit Red Wings, but won the Stanley Cup rematch against the Red Wings in 2009.
Canadiens, Penguins and Red Wings
Pittsburgh Penguins and Detroit Red Wings
The Pittsburgh Penguins won the 2009 Stanley Cup, defeating the Detroit Red Wings.
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.
Either the Pittsburgh Penguins or the Detroit Red Wings. ;)