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I'm not sure if it's definitely the longest, but both the 1992-93 Pittsburgh Penguins AND the 2013-14 Anaheim Ducks had 11 wins in one month.
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Earn +20 ptsQ: What is the most wins in a month by an NHL team?
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The currently active National Hockey League team with the most Stanley Cups won is the Montreal Canadians. They currently have 23, and they're followed by the Toronto Maple Leafs with 13. The third place team is the Detroit RedWings, with 11. Also note that one of the Montreal Canadians Stanley Cup wins was pre-NHL, and the Toronto Maple Leafs wins are the wins accumulated in that organization. That counts the team's two previous titles, the Toronto Arenas and the Toronto St Pats.
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