1991, 1992, 2009
Detroit Red Wings
Yes, the Pittsburgh Penguins won the Stanley Cup in 1991 and 1992.
Sidney Crosby was captain of the Pittsburgh Penguins when they won the Stanley cup.
Pittsburgh Penguins
As of 2009 the Stanley Cup holder team are the Pittsburgh Penguins.
2008 in 6 games to Detroit Red Wings
Since 2009, 4 years at this point. (2013)
The winner of the 2008-09 Stanley Cup was the Pittsburgh Penguins
The Boston Bruins won the 2011 Stanley Cup.
Detroit has won 11 Stanley Cup Championships. Pittsburgh has only won the Cup three times.
The Pittsburgh Penguins.
Pittsburgh and Detroit