i think the chicago black hawks with 21
The Montreal Canadians have won the most titles with 24.
Montreal which has 27 then Toronto with 13 and then Detroit with 11
Wayne Gretzky (NHL) has the most regular season MVP titles with 9.
Nicklas Lidstrom of the Detroit Red Wings has four cup titles.
Colorado Avalanche with 8 (9 if you include Quebec's last season).
The Montreal Canadiens have won 24 Stanley Cups of which 23 of them been in the NHL. They won one before the NHL started.
The Toronto Maple Leafs have won the Cup 13 times. That is second to Montreal at 24.
NBA- Boston Celtics MLB- New York Yankees NFL- Pittsburgh Steelers NHL- Montreal Canadiens
New York Islanders