Most recently, in the 2013 Stanley Cup Playoffs, the Chicago Blackhawks won the Stanley Cup, beating the Boston Bruins in 6 games.
The Boston bruins
The Calgary Flames won the Stanley cup in 1989. They did not make the playoffs in the 2013 season.
Yes! The Vancouver Millionaires won the Stanley Cup in 1915. The Vancouver Canucks have not yet won a Stanley Cup.
The Chicago Blackhawks won the 2013 Stanley Cup. They also won in 1934, 1938, 1961, and 2010. They were eliminated in 2014 at the Western Conference finals.
The Montreal Canadiens won the 1946 Stanley Cup.
The Victoria Cougars won the Stanley Cup in 1925.
The Toronto Maple Leafs won the 1932 Stanley Cup.
The Toronto Maple Leafs won the 1962 Stanley Cup.
The Seattle Metropolitians won the Stanley Cup in the 1916-17 series.
The Boston Bruins won the Stanley cup in the 2010-2011 Stanley Cup finals against the Vancouver Canucks
To date, they have never won the Stanley Cup.