The 1985–86 Toronto Maple Leafs season was the 69th season of the franchise and its 59th season as the Maple Leafs. Despite posting the third-worst record in the league, the Leafs qualified for the last playoff spot in a very weak Norris Division; the division champion Chicago Black Hawks, whom they had little trouble against, winning six times out of eight regular season games between them, only recorded 86 points. The Leafs' .356 winning percentage is the fourth-worst in franchise history and one of the worst ever for a playoff qualifier. Despite this, the Leafs swept the Hawks, who they defeated six times out of eight in the regular season, in three games in the Norris Semi-finals for a total of nine times out of 11 before being eliminated by the St. Louis Blues in a seven-game Norris Final.

Offseason

NHL Draft

Regular season

Final standings

Record vs. opponents

Schedule and results

Player statistics

Regular season

Playoffs

Playoffs

Norris Division semi-finals

Toronto Maple Leafs vs. Chicago Black Hawks Toronto wins best-of-five series 3–0

Norris Division Finals

Toronto Maple Leafs vs. St. Louis Blues St. Louis wins best-of-seven series 4–3

Transactions

The Maple Leafs have been involved in the following transactions during the 1985–86 season.

Trades

Free agents

Awards and records

Farm Teams

The Maple Leafs were affiliated with the St. Catharines Saints of the AHL.