Stanley Cup Drought: Oilers Loss & Last Canadian Win
Discover the harsh realities of the NHL’s longest Stanley Cup droughts, where hope dwindles for teams longing for championship glory. The Toronto Maple Leafs, Buffalo Sabres, and vancouver Canucks headline a list of teams still chasing the elusive primary_keyword. Delve into the agonizing waits, pinpointing the last moments of triumph for these franchises.We’ll also explore which teams are enduring the most extended secondary_keyword. News Directory 3 delivers an in-depth look at the Montreal Canadiens‘ remarkable history of wins and the Edmonton Oilers’ recent struggles. Uncover the ancient context, comparing current droughts with past triumphs and the impact on fan bases. Discover what’s next …
NHL teams Feeling the Stanley Cup Drought
Updated June 18, 2025
For fans of some NHL franchises, the quest for the Stanley Cup has become a decades-long wait. The NHL stanley Cup drought list is topped by a few of the league’s most historic teams.
Here’s a look at the teams with the longest current Stanley Cup drought:
Toronto Maple Leafs | 57 years
- Stanley Cup wins: 13
- Years won: 1967, 1964, 1963, 1962, 1951, 1949, 1948, 1947, 1945, 1942, 1932, 1922, 1918
Buffalo Sabres | 54 years
- Stanley Cup wins: 0
- Years won: N/A
Vancouver Canucks | 54 years
- Stanley Cup wins: 0
- Years won: N/A
Philadelphia Flyers | 49 years
- Stanley Cup wins: 2
- Years won: 1975, 1974
Los Angeles kings | 37 years
- Stanley Cup wins: 2
- Years won: 2014, 2012
St. Louis Blues | 37 years
- Stanley cup wins: 1
- Years won: 2019
calgary Flames | 35 years
- Stanley Cup wins: 1
- Years won: 1989
Edmonton Oilers | 35 years
- Stanley Cup wins: 5
- Years won: 1990, 1988, 1987, 1985, 1984
Ottawa Senators | 33 years
- Stanley Cup wins: 0
- Years won: N/A
Montreal Canadiens | 32 years
- Stanley Cup wins: 23
- Years won: 1993, 1986, 1979, 1978, 1977, 1976, 1973, 1971, 1969, 1968, 1966, 1965, 1960, 1959, 1958, 1957, 1956, 1953, 1946, 1944, 1931, 1930, 1924, 1926
Winnipeg Jets | 14 years
- stanley Cup wins: 0
- Years won: N/A