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Penguins win Stanley Cup, defeat Sharks in Game 6. Pittsburgh gets fourth championship in its history, first since 2009. SAN JOSE -- A long, sometimes painful journey for the Pittsburgh Penguins ended in triumph Sunday when they won the Stanley Cup with a 3-1 victory against the San Jose Sharks at SAP Center.
Its winners have been 23 teams, 18 of which are active in the NHL; the remainder are defunct. Prior to that, the challenge cup was held by nine different teams. The Montreal Canadiens have won the Stanley Cup 24 times and made the finals an additional ten times. There were two years when the Stanley Cup was not awarded: 1919, because of the Spanish flu epidemic, and 2005, because of the NHL lockout.