Toronto Maple Leafs
National Hockey League team in Ontario
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| 2024 | Bruins and Maple Leafs met in the first round of the playoffs, with the Bruins winning the series in seven games. |
| August 14 2024 | Auston Matthews became the 26th overall and first American-born captain in franchise history, succeeding John Tavares. |
| July 2024 | The Cincinnati Cyclones signed an agreement to become the new ECHL affiliate of the Maple Leafs after the Growlers folded. |
| May 17 2024 | Craig Berube is named the head coach of the Toronto Maple Leafs |
| 2023 | Easton Cowan was selected by the Toronto Maple Leafs in the first round, 28th overall in the draft. |
| 2023 | In the 2022-23 season, the Maple Leafs scored 111 points in 82 games, ranking 2nd in the Atlantic Division. They were eliminated in the second round of the playoffs, losing 1-4 to the Florida Panthers. |
| May 31 2023 | Brad Treliving becomes general manager, succeeding Kyle Dubas. |
| 2022 | MLSE ceased operations of the Leafs Nation Network. |
| May 31 2022 | Brad Treliving replaced Kyle Dubas as general manager. |
| April 17 2022 | Broke franchise records for points (115) and wins (54) in a season, but lost in the first round of playoffs to the Tampa Bay Lightning. |
| April 17 2022 | The Maple Leafs broke their franchise records for points (115) and wins (54) in a season with a 4-2 victory over the New York Islanders. |
| March 22 2022 | The Maple Leafs unveiled a historically unique alternate uniform with black as the base color and blue as trim, featuring a tie-dye background and a reversible crest that includes Justin Bieber's drew house insignia. |
| March 21 2022 | Defenceman Mark Giordano and center Colin Blackwell were acquired from the Seattle Kraken. |
| February 21 2022 | Goaltender Carter Hutton was acquired from the Arizona Coyotes. |
| 2021 | Sheldon Keefe sets a record for most points by a Maple Leafs head coach in a single season, earning 115 points during the 2021–22 season |
| 2021 | The Maple Leafs lost in the first round of the playoffs to the Montreal Canadiens, surrendering a 3-1 series lead. |
| May 8 2021 | The Maple Leafs clinched the North Division title, guaranteeing home advantage in the first two rounds of the 2021 Stanley Cup playoffs. Auston Matthews led the league with 41 goals, winning the Maurice 'Rocket' Richard Trophy. |
| 2020 | Due to COVID-19 cross-border travel restrictions, the NHL temporarily realigned divisions, preventing the Maple Leafs and Red Wings from playing each other during the 2020-21 season. |
| 2020 | Canadiens and Maple Leafs met in the playoffs for the first time since 1980, reviving their historic rivalry. |
| 2020 | COVID-19 cross-border travel restrictions led to NHL division realignment, preventing the Bruins and Maple Leafs from playing each other during the 2020-21 season. |
| August 9 2020 | The Maple Leafs were eliminated in the 2020 Stanley Cup Qualifiers, losing a five-game series against the Columbus Blue Jackets. |
| 2019 | Bruins again defeated the Maple Leafs in a seven-game Stanley Cup playoff series. |
| 2019 | Fans vandalized Mike Babcock's Wikipedia article during the poor performance of the first few months of the 2019-20 season, leading to the article being temporarily semi-protected. |
| 2019 | For the third time in six years, the Bruins defeated the Maple Leafs in a seven-game playoff series. Tuukka Rask made 32 saves in the final game, leading Boston to a 5-1 victory and advancement to the second round. |
| November 20 2019 | Mike Babcock was fired as head coach after a six-game losing streak, with Sheldon Keefe replacing him. |
| October 2 2019 | John Tavares was named the 25th team captain of the Toronto Maple Leafs prior to the 2019-20 season opening game. |
| April 23 2019 | The Maple Leafs were eliminated from the 2019 playoffs in the first round, losing to the Boston Bruins in a seven-game series. |
| April 1 2019 | The Maple Leafs clinched a division berth for the 2019 Stanley Cup playoffs. |
| 2018 | Joe Bowen received the Foster Hewitt Memorial Award from the Hockey Hall of Fame. |
| 2018 | The Newfoundland Growlers became the ECHL affiliate of the Maple Leafs. |
| 2018 | Toronto Maple Leafs sweep the season series against Buffalo Sabres for the first time in team history |
| 2018 | Kyle Dubas was named the 17th general manager in team history, replacing Lou Lamoriello. |
| 2018 | John Tavares signed a seven-year, $77 million contract with the Maple Leafs and was named an alternate captain. |
| April 25 2018 | In the Stanley Cup playoffs, the Bruins defeated the Maple Leafs in a seven-game series, with Patrice Bergeron scoring a goal and recording two assists in the decisive game seven, which Boston won 7-4. |
| 2017 | Dave Andreychuk was inducted into the Hockey Hall of Fame as the latest Maple Leafs player to receive this honor. |
| October 14 2017 | Maple Leafs beat the Canadiens 4–3 in overtime, ending a 14-game losing streak against their rivals and winning in Montreal for the first time in over four years. |
| April 23 2017 | The Maple Leafs were eliminated from the playoffs by the Washington Capitals in the first round, with Marcus Johansson scoring the series-winning goal in overtime. |
| March 2017 | A Fanatics study showed the Maple Leafs were one of only two NHL teams to consistently sell out their arena despite having a below-average winning percentage. |
| January 1 2017 | The Maple Leafs played an outdoor NHL Centennial Classic home game against the Detroit Red Wings at BMO Field, celebrating the franchise's centennial season. |
| 2016 | Frederik Andersen joins the Toronto Maple Leafs as goaltender, playing from 2016 to 2021. |
| 2016 | The Maple Leafs won the NHL draft lottery and used the first overall pick to draft Auston Matthews. |
| November 2016 | A survey revealed the Maple Leafs' popularity in Atlantic Canada, being the second most favoured team in the region and the most favoured team in Prince Edward Island. |
| June 24 2016 | New uniform design was unveiled during the NHL entry draft, featuring the new centennial logo and a custom block typeface for player names and numbers. |
| February 9 2016 | Dion Phaneuf was traded in a multi-player deal to the Ottawa Senators, with Toronto acquiring four players and a 2017 2nd-round pick. |
| February 2 2016 | The team unveiled a new centennial logo with 31 points (referencing Maple Leaf Gardens' opening in 1931) and 17 veins (referencing the team's 1917 establishment). The logo includes 13 veins at the top representing the team's 13 Stanley Cup victories. |
| 2015 | Mitch Marner was drafted by the Toronto Maple Leafs as a winger, fourth overall in the draft. |
| 2015 | Last season before Toronto drafts Auston Matthews, which changes the dynamic of the Buffalo-Toronto rivalry |
| July 1 2015 | Phil Kessel was traded to the Pittsburgh Penguins in a multi-player deal, with Toronto receiving Kasperi Kapanen, a conditional first-round pick, and a third-round pick. |
| June 23 2015 | Lou Lamoriello was named the 16th general manager in team history. |
| May 20 2015 | Mike Babcock was named the new head coach of the Toronto Maple Leafs. |
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This contents of the box above is based on material from the Wikipedia articles Maple Leafs–Red Wings rivalry, History of the Toronto Maple Leafs, Bruins–Maple Leafs rivalry, Canadiens–Maple Leafs rivalry, Toronto Maple Leafs & List of Toronto Maple Leafs general managers, which are released under the Creative Commons Attribution-ShareAlike 4.0 International License.