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As of now, the Chicago Blackhawks. They just won a cup and their roster tells it all. Toews, Keith, Sharp, Kane, and Hossa are all amazing players, and they will probably walk home with another cup soon. If your talking historically, then the Montreal Canadians. The Montreal Canadians have won 26 Stanley Cups in their whole history, and had over 16 Stanley Cups in the last 50 years, which really impressive.
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