At the start of the season, John Tavares was named the 25th captain in the history of the Maple Leafs, filling a position that had been vacant since Dion Phaneuf was traded to the Ottawa Senators in February 2016. Auston Matthews, Mitch Marner, and Morgan Rielly were named alternate captains. The Maple Leafs won their season opener 5–3 against the Ottawa Senators on October 3. Matthews scored two goals, becoming the fourth player in NHL history to score in each of his first four season openers. Ilya Mikheyev also had a goal and an assist in his NHL debut during the season opener. On November 20, following a six-game skid and only two regulation wins in their past 16 games, the Maple Leafs fired head coachMike Babcock, and replaced him with their AHL affiliation Toronto Marlies head coach Sheldon Keefe.
Standings
Divisional standings
Eastern Conference
Record vs opponents
;Notes
Schedule and results
Preseason
Regular season
Overtime statistics
Playoffs
The Maple Leafs will face the Columbus Blue Jackets in the qualifying round.
Skaters
Goaltenders
Player currently playing for the minor league affiliate Toronto Marlies of the AHL Player is no longer with the Maple Leafs organization Player previously played with another team before being acquired by Toronto
Bold/italics denotes franchise record.
Roster
Transactions
The Maple Leafs have been involved in the following transactions during the 2019–20 season.
Below are the Toronto Maple Leafs' selections at the 2019 NHL Entry Draft, which was held on June 21and 22, 2019, at Rogers Arena in Vancouver, British Columbia. The Leafs held on to four of their own seven picks. In January 2019 they had traded away their first round pick along with Carl Grundström to Los Angeles for Jake Muzzin. During last year's draft they traded away this year's 6th round draft pick to Buffalo in exchange for the Sabres' 2018 6th round pick. Finally, before their 7th round pick was made they traded it to St. Louis in exchange for the Blues' 7th round pick in 2020. They acquired an additional two picks this year through various trades.
The St. Louis Blues' fourth-round pick went to the Toronto Maple Leafs as the result of a trade on February 15, 2018, that sent Nikita Soshnikov to St. Louis in exchange for this pick.
The Dallas Stars' seventh-round pick went to the Toronto Maple Leafs as the result of a trade on October 1, 2018, that sent Connor Carrick to Dallas in exchange for this pick.