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NHL Teams with the Most Wins, as of 2021

    1. Montreal Canadiens

    Montreal Canadiens take home the cake with an overwhelming 24 Stanley Cup wins as of 2019, almost doubling Maple Leafs record.

    Montreal Canadiens hockey game

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    2. Boston Bruins

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    3. Detroit Red Wings

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    4. Toronto Maple Leafs

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    5. New York Rangers

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    6. Chicago Blackhawks

    Chicago Blackhawks hockey game win

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    7. Philadelphia Flyers

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    8. St. Louis Blues

    St Louis Blues hockey

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    9. Pittsburgh Penguins

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    10. Dallas Stars

    Dallas Stars hockey game

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