The last few teams to have back to back are the Redwings, Penguins in the 90's and the Oilers and Islanders in the 80's. The Islanders won 4 years in a row as well as the Canadiens 4 in a row in the 70's.
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The Detroit Red Wings swept both the Philidelphia Flyers & the Washington Capitals in their back-to-back cup wins in the 96-97 & 97-98 Stanley Cup finals.
The Stanley Cup.
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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The 2000-2001 was the Buffalo Sabers. The 1999-2000 was the New Jersey Devils.