How long is the Maple Leafs' NHL-record Stanley Cup drought?

The own the second-most Stanley Cup titles in NHL history. But it’s been over a half-century since their last championship triumph.

Toronto in the 2025 NHL playoffs is looking to snap the longest Stanley Cup drought of all time at 57 years.

The Maple Leafs this season won the Atlantic Division with 108 points, finishing atop their division in a full regular season for the . That set up a , with the Leafs and meeting in the playoffs for the first time since 2004. Toronto holds a 3-1 series lead over Ottawa.

So, will this finally be the year that the Leafs bring Lord Stanley back to Toronto? As , and Co. attempt to end the franchise's championship drought, here's a look at the Leafs' Stanley Cup history:

When was the last time the Maple Leafs won the Stanley Cup?

The Leafs' most recent Stanley Cup championship came in the .

What's the longest Stanley Cup drought in NHL history?

Toronto's current championship drought is the longest in NHL history. Failing to hoist the Cup this year would extend the title-less streak to 58 years.

The and both are mired in title droughts of 50-plus years, as well. Buffalo and Vancouver joined the NHL in the 1970-71 season and neither has won a Stanley Cup in the 54 years since. The Canucks have (1982, 1994, 2011) and the Sabres have (1975, 1999).

When was the last time the Maple Leafs made the Stanley Cup Final?

The Leafs' 1966-67 championship campaign also stands as their last appearance in the Stanley Cup Final. That means the Original Six franchise hasn't reached the Cup Final in the expansion era (since the 1967-68 season).

The Leafs last appeared in the conference final in the 2002 postseason.

How many Stanley Cup Finals have the Maple Leafs made?

Toronto has , trailing only the (33 appearances) and (24 appearances) for the most in NHL history.

How many Stanley Cups have the Maple Leafs won?

The Leafs were victorious in 13 of those 21 Cup Finals. Only the 23-time champion Canadiens have won more Stanley Cups than Toronto.

Here's a full look at Toronto's Stanley Cup Final history (years listed are when Cup Finals were played):

• 1967: Beat Montreal Canadiens
• 1964: Beat Detroit Red Wings
• 1963: Beat Detroit Red Wings
• 1962: Beat
• 1960: Lost to Montreal Canadiens
• 1959: Lost to Montreal Canadiens
• 1951: Beat Montreal Canadiens
• 1949: Beat Detroit Red Wings
• 1948: Beat Detroit Red Wings
• 1947: Beat Montreal Canadiens
• 1945: Beat Detroit Red Wings
• 1942: Beat Detroit Red Wings
• 1940: Lost to
• 1939: Lost to
• 1938: Lost to Chicago Blackhawks
• 1936: Lost to Detroit Red Wings
• 1935: Lost to Montreal Maroons
• 1933: Lost to New York Rangers
• 1932: Beat New York Rangers
• 1922: Beat Vancouver Millionaires
• 1918: Beat Vancouver Millionaires

Who is the Maple Leafs' head coach?

is in his first season as Toronto's bench boss. The 59-year-old boasts nine years of NHL head coaching experience following previous stops with the and .

Berube coached the Blues to their .