The Toronto Maple Leafs have been a mainstay in the playoffs for the past decade, often boasting some of the best Stanley Cup odds in the NHL.
However, no team is safe from an occasional losing streak, as evidenced by Toronto’s six-game skid in 2025-26.
Here’s a list of the longest losing streaks in Maple Leafs history.
Maple Leafs’ Longest Losing Streak in a Season
| Rank | Season | Losing Streak |
| 1 | 1966-67 | 10 |
| 2 | 1985-86 | 9 |
| T-3 | 2013-14 | 8 |
| T-3 | 1995-96 | 8 |
| T-3 | 1987-88 | 8 |
| T-3 | 1971-72 | 8 |
| T-3 | 1957-58 | 8 |
| T-8 | 2014-15 | 7 |
| T-8 | 2009-10 | 7 |
| T-8 | 2005-06 | 7 |
| T-8 | 1996-97 | 7 |
| T-8 | 1991-92 | 7 |
| T-8 | 1985-86 | 7 |
| T-8 | 1984-85 | 7 |
| T-8 | 1967-68 | 7 |
What’s the Maple Leafs’ Longest Losing Streak Ever?
The Maple Leafs endured their longest losing streak in the 1966-67 season, suffering 10 straight defeats from Jan. 15 to Feb. 8.
Toronto immediately followed the skid with a 10-game undefeated streak (eight wins, two ties) and an eventual Stanley Cup win in May of that year.
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