Originally Posted by Luubert
Leafs don't hold the longest Stanley Cup drought its the Chicago Blackhawks. They won their last Stanley Cup sometimes in the 30's.
1961, actually.
http://www.everything2.com/index.pl?node=Stanley%20Cup
1927 - Ottawa Senators
1928 - New York Rangers
1929 - Boston Bruins
1930 - Mont. Canadiens
1931 - Mont. Canadiens
1932 - Tor. Maple Leafs
1933 - New York Rangers
1934 - Chgo. Blackhawks
1935 - Mont. Maroons
1936 - Det. Red Wings
1937 - Det. Red Wings
1938 - Chgo. Blackhawks
1939 - Boston Bruins
1940 - New York Rangers
1941 - Boston Bruins
1942 - Tor. Maple Leafs
1943 - Det. Red Wings
1944 - Mont. Canadiens
1945 - Tor. Maple Leafs
1946 - Mont. Canadiens
1947 - Tor. Maple Leafs
1948 - Tor. Maple Leafs
1949 - Tor. Maple Leafs
1950 - Det. Red Wings
1951 - Tor. Maple Leafs
1952 - Det. Red Wings
1953 - Mont. Canadiens
1954 - Det Red Wings
1955 - Det. Red Wings
1956 - Mont. Canadiens
1957 - Mont. Canadiens
1958 - Mont Canadiens
1959 - Mont. Canadiens
1960 - Mont. Canadiens
1961 - Chgo. Blackhawks
1962 - Tor. Maple Leafs
1963 - Tor. Maple Leafs
1964 - Tor. Maple Leafs
1965 - Mont. Canadiens
1966 - Mont. Canadiens
1967 - Tor. Maple Leafs
1968 - Mont. Canadiens
1969 - Mont. Canadiens
1970 - Boston Bruins
1971 - Mont. Canadiens
1972 - Boston Bruins
1973 - Mont. Canadiens
1974 - Phila. Flyers
1975 - Phila Flyers
1976 - Mont. Canadiens
1977 - Mont. Canadiens
1978 - Mont. Canadiens
1979 - Mont. Canadiens
1980 - New York Islanders
1981 - New York Islanders
1982 - New York Islanders
1983 - New york Islanders
1984 - Edmondton Oilers
1985 - Edmonton Oilers
1986 - Mont. Canadiens
1987 - Edmonton Oilers
1988 - Edmonton Oilers
1989 - Calgary Flames
1990 - Edmonton Oilers
1991 - Pitt. Penguins
1992 - Pitt. Penguins
1993 - Mont. Canadiens
1994 - New York Rangers
1995 - N.J. Devils
1996 - Colo. Avalanche
1997 - Det. Red Wings
1998 - Det. Red Wings
1999 - Dallas Stars
2000- New Jersey Devils
2001- Colorado Avalanche
2002- Detroit Red Wings
2003- New Jersey Devils