The 1968–69 Toronto Maple Leafs season was the Toronto Maple Leafs 52nd season of the franchise, 42nd season as the Maple Leafs.
Although the Maple Leafs made the playoffs, they were swept in the quarter-finals by Boston, suffering two crushing defeats at Boston Garden.
Quarter-finals [3] [4] The Maple Leafs have been involved in the following transactions during the 1968–69 season.