Question: who won most stanley cups in a row
Answer: Winning team Coach Games Losing team Coach Winning goal 1927 Ottawa Senators ( C ) ( 5 , 4 -- 1 ) Dave Gill 2 -- 0 -- 2 Boston Bruins ( A ) ( 1 , 0 -- 1 ) Art Ross Cy Denneny ( 7 : 30 , second ) 1928 New York Rangers ( A ) ( 1 , 1 -- 0 ) Lester Patrick - playing 3 -- 2 Montreal Maroons ( C ) ( 2 , 1 -- 1 ) Eddie Gerard Frank Boucher ( 3 : 35 , third ) 1929 Boston Bruins ( A ) ( 2 , 1 -- 1 ) Cy Denneny - playing 2 -- 0 New York Rangers ( A ) ( 2 , 1 -- 1 ) Lester Patrick Bill Carson ( 18 : 02 , third ) 1930 Montreal Canadiens ( C ) ( 6 , 3 -- 2 ) Cecil Hart 2 -- 0 Boston Bruins ( A ) ( 3 , 1 -- 2 ) Art Ross Howie Morenz ( 1 : 00 , second ) 1931 Montreal Canadiens ( C ) ( 7 , 4 -- 2 ) Cecil Hart 3 -- 2 Chicago Black Hawks ( A ) ( 1 , 0 -- 1 ) Dick Irvin Johnny Gagnon ( 9 : 59 , second ) 1932 Toronto Maple Leafs ( C ) ( 3 , 3 -- 0 ) Dick Irvin 3 -- 0 New York Rangers ( A ) ( 3 , 1 -- 2 ) Lester Patrick Ace Bailey ( 15 : 07 , third ) 1933 New York Rangers ( A ) ( 4 , 2 -- 2 ) Lester Patrick 3 -- 1 Toronto Maple Leafs ( C ) ( 4 , 3