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The Montreal Canadiens won the Stanley Cup five times in a row in the 1960s. Runners up, like the Islanders, have won the Stanley cup four times in a row. Nowadays, it is almost impossible to win more than one in a row because of the salary cap.
The Montreal Canadiens won five consecutive Stanley Cups between the 1955-56 and 1959-60 seasons.

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14y ago
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15y ago

The Montreal Canadiens in the National Hockey League have 25 championships to lead all professional sports teams.

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14y ago

The Montreal Canadiens with 24 Stanley Cup wins, second is the Toronto Maple Leafs with 13 and third is the Detroit Red Wings with 11.

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16y ago

Montreal Canadiens are first, then the Toronto Maple Leafs (believe it or not!) and finally the Detroit Redwings.

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14y ago

The Montreal Canadiens currently lead in this category with 24 Cup wins.

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13y ago

The Montreal Canadiens have won the most, with 24.

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17y ago

Montreal Canadiens

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13y ago

As of now, the Toronto Maple Leafs.

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15y ago

Montreal Canadiens

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Q: What professional team has the most championships?
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Boston Celtics with 17.


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