They have won the Stanley Cup five times (1991, 1992, 2009, 2016, & 2017) as of 2017.
The Penguins have won 4 Stanley Cups. In 1991, 1992, 2009, and 2016.
2017- Pittsburgh 2016- Pittsburgh 2015- Chicago
Yes! The Vancouver Millionaires won the Stanley Cup in 1915. The Vancouver Canucks have not yet won a Stanley Cup.
The Montreal Canadiens won the 1946 Stanley Cup.
The Dallas Stars won the 1999 Stanley Cup.
The Pittsburgh Penguins won the Stanley Cup in 2017.
The Montreal Canadiens won the Stanley Cup in 1924
The Victoria Cougars won the Stanley Cup in 1925.
Stanley won it
The Toronto Maple Leafs won the 1962 Stanley Cup.
The Toronto Maple Leafs won the 1947 Stanley Cup.