| 2025-26 | Toronto Maple Leafs | 27 | 26 | | .422 | 24th | 15th | 8th | |
| 2024-25 | Toronto Maple Leafs | 52 | 26 | | .634 | 4th | 2nd | 1st | Lost Second Round |
| 2023-24 | Toronto Maple Leafs | 46 | 26 | | .561 | 10th | 5th | 3rd | Lost First Round |
| 2022-23 | Toronto Maple Leafs | 50 | 21 | | .610 | 4th | 4th | 2nd | Lost Second Round |
| 2021-22 | Toronto Maple Leafs | 54 | 21 | | .659 | 4th | 3rd | 2nd | Lost First Round |
| 2020-21 | Toronto Maple Leafs | 35 | 14 | | .625 | 5th | | 1st | Lost Division Semifinals |
| 2019-20 | Toronto Maple Leafs | 36 | 25 | | .514 | 12th | 8th | 3rd | Lost Qualifying Round |
| 2018-19 | Toronto Maple Leafs | 46 | 28 | | .561 | 7th | 5th | 3rd | Lost First Round |
| 2017-18 | Toronto Maple Leafs | 49 | 26 | | .598 | 7th | 4th | 3rd | Lost First Round |
| 2016-17 | Toronto Maple Leafs | 40 | 27 | | .488 | 14th | 8th | 4th | Lost First Round |
| 2015-16 | Toronto Maple Leafs | 29 | 42 | | .354 | 30th | 16th | 8th | |
| 2014-15 | Toronto Maple Leafs | 30 | 44 | | .366 | 27th | 15th | 7th | |
| 2013-14 | Toronto Maple Leafs | 38 | 36 | | .463 | 23rd | 12th | 6th | |
| 2012-13 | Toronto Maple Leafs | 26 | 17 | | .542 | 9th | 5th | 3rd | Lost Conference Quarterfinals |
| 2011-12 | Toronto Maple Leafs | 35 | 37 | | .427 | 26th | 13th | 4th | |
| 2010-11 | Toronto Maple Leafs | 37 | 34 | | .451 | 22nd | 10th | 4th | |
| 2009-10 | Toronto Maple Leafs | 30 | 38 | | .366 | 29th | 15th | 5th | |
| 2008-09 | Toronto Maple Leafs | 34 | 35 | | .415 | 24th | 12th | 5th | |
| 2007-08 | Toronto Maple Leafs | 36 | 35 | | .439 | 24th | 12th | 5th | |
| 2006-07 | Toronto Maple Leafs | 40 | 31 | | .488 | 18th | 9th | 3rd | |
| 2005-06 | Toronto Maple Leafs | 41 | 33 | | .500 | 18th | 9th | 4th | |
| 2003-04 | Toronto Maple Leafs | 45 | 24 | 10 | .610 | 5th | 4th | 2nd | Lost Conference Semifinals |
| 2002-03 | Toronto Maple Leafs | 44 | 28 | 7 | .579 | 9th | 5th | 2nd | Lost Conference Quarterfinals |
| 2001-02 | Toronto Maple Leafs | 43 | 25 | 10 | .585 | 3rd | 4th | 2nd | Lost Conference Finals |
| 2000-01 | Toronto Maple Leafs | 37 | 29 | 11 | .518 | 14th | 7th | 3rd | Lost Conference Semifinals |
| 1999-00 | Toronto Maple Leafs | 45 | 27 | 7 | .591 | 7th | 3rd | 1st | Lost Conference Semifinals |
| 1998-99 | Toronto Maple Leafs | 45 | 30 | 7 | .591 | 5th | 4th | 2nd | Lost Conference Finals |
| 1997-98 | Toronto Maple Leafs | 30 | 43 | 9 | .421 | 20th | 10th | 6th | |
| 1996-97 | Toronto Maple Leafs | 30 | 44 | 8 | .415 | 23rd | 11th | 6th | |
| 1995-96 | Toronto Maple Leafs | 34 | 36 | 12 | .488 | 13th | 4th | 3rd | Lost Conference Quarterfinals |
| 1994-95 | Toronto Maple Leafs | 21 | 19 | 8 | .521 | 12th | 5th | 4th | Lost Conference Quarterfinals |
| 1993-94 | Toronto Maple Leafs | 43 | 29 | 12 | .583 | 5th | 2nd | 2nd | Lost Conference Finals |
| 1992-93 | Toronto Maple Leafs | 44 | 29 | 11 | .589 | 8th | 4th | 3rd | Lost Conference Finals |
| 1991-92 | Toronto Maple Leafs | 30 | 43 | 7 | .419 | 19th | 10th | 5th | |
| 1990-91 | Toronto Maple Leafs | 23 | 46 | 11 | .356 | 20th | 10th | 5th | |
| 1989-90 | Toronto Maple Leafs | 38 | 38 | 4 | .500 | 12th | 6th | 3rd | Lost Division Semifinals |
| 1988-89 | Toronto Maple Leafs | 28 | 46 | 6 | .388 | 19th | 10th | 5th | |
| 1987-88 | Toronto Maple Leafs | 21 | 49 | 10 | .325 | 20th | 9th | 4th | Lost Division Semifinals |
| 1986-87 | Toronto Maple Leafs | 32 | 42 | 6 | .438 | 18th | 7th | 4th | Lost Division Finals |
| 1985-86 | Toronto Maple Leafs | 25 | 48 | 7 | .356 | 19th | 8th | 4th | Lost Division Finals |
| 1984-85 | Toronto Maple Leafs | 20 | 52 | 8 | .300 | 21st | 10th | 5th | |
| 1983-84 | Toronto Maple Leafs | 26 | 45 | 9 | .381 | 18th | 9th | 5th | |
| 1982-83 | Toronto Maple Leafs | 28 | 40 | 12 | .425 | 15th | 7th | 3rd | Lost Division Semifinals |
| 1981-82 | Toronto Maple Leafs | 20 | 44 | 16 | .350 | 19th | 9th | 5th | |
| 1980-81 | Toronto Maple Leafs | 28 | 37 | 15 | .444 | 16th | 9th | 5th | Lost Preliminary Round |
| 1979-80 | Toronto Maple Leafs | 35 | 40 | 5 | .469 | 11th | 5th | 4th | Lost Preliminary Round |
| 1978-79 | Toronto Maple Leafs | 34 | 33 | 13 | .506 | 9th | 5th | 3rd | Lost Quarterfinals |
| 1977-78 | Toronto Maple Leafs | 41 | 29 | 10 | .575 | 6th | 4th | 3rd | Lost Semifinals |
| 1976-77 | Toronto Maple Leafs | 33 | 32 | 15 | .506 | 7th | 5th | 3rd | Lost Quarterfinals |
| 1975-76 | Toronto Maple Leafs | 34 | 31 | 15 | .519 | 7th | 5th | 3rd | Lost Quarterfinals |
| 1974-75 | Toronto Maple Leafs | 31 | 33 | 16 | .488 | 13th | 6th | 3rd | Lost Quarterfinals |
| 1973-74 | Toronto Maple Leafs | 35 | 27 | 16 | .551 | 6th | | 4th | Lost Quarterfinals |
| 1972-73 | Toronto Maple Leafs | 27 | 41 | 10 | .410 | 13th | | 6th | |
| 1971-72 | Toronto Maple Leafs | 33 | 31 | 14 | .513 | 6th | | 4th | Lost Quarterfinals |
| 1970-71 | Toronto Maple Leafs | 37 | 33 | 8 | .526 | 6th | | 4th | Lost Quarterfinals |
| 1969-70 | Toronto Maple Leafs | 29 | 34 | 13 | .467 | 7th | | 6th | |
| 1968-69 | Toronto Maple Leafs | 35 | 26 | 15 | .559 | 5th | | 4th | Lost Quarterfinals |
| 1967-68 | Toronto Maple Leafs | 33 | 31 | 10 | .514 | 5th | | 5th | |
🏆 | 1966-67 | Toronto Maple Leafs | 32 | 27 | 11 | .536 | 3rd | | | Won Stanley Cup Finals |
| 1965-66 | Toronto Maple Leafs | 34 | 25 | 11 | .564 | 3rd | | | Lost Semifinals |
| 1964-65 | Toronto Maple Leafs | 30 | 26 | 14 | .529 | 4th | | | Lost Semifinals |
🏆 | 1963-64 | Toronto Maple Leafs | 33 | 25 | 12 | .557 | 3rd | | | Won Stanley Cup Finals |
🏆 | 1962-63 | Toronto Maple Leafs | 35 | 23 | 12 | .586 | 1st | | | Won Stanley Cup Finals |
🏆 | 1961-62 | Toronto Maple Leafs | 37 | 22 | 11 | .607 | 2nd | | | Won Stanley Cup Finals |
| 1960-61 | Toronto Maple Leafs | 39 | 19 | 12 | .643 | 2nd | | | Lost Semifinals |
| 1959-60 | Toronto Maple Leafs | 35 | 26 | 9 | .564 | 2nd | | | Lost Stanley Cup Finals |
| 1958-59 | Toronto Maple Leafs | 27 | 32 | 11 | .464 | 4th | | | Lost Stanley Cup Finals |
| 1957-58 | Toronto Maple Leafs | 21 | 38 | 11 | .379 | 6th | | | |
| 1956-57 | Toronto Maple Leafs | 21 | 34 | 15 | .407 | 5th | | | |
| 1955-56 | Toronto Maple Leafs | 24 | 33 | 13 | .436 | 4th | | | Lost Semifinals |
| 1954-55 | Toronto Maple Leafs | 24 | 24 | 22 | .500 | 3rd | | | Lost Semifinals |
| 1953-54 | Toronto Maple Leafs | 32 | 24 | 14 | .557 | 3rd | | | Lost Semifinals |
| 1952-53 | Toronto Maple Leafs | 27 | 30 | 13 | .479 | 5th | | | |
| 1951-52 | Toronto Maple Leafs | 29 | 25 | 16 | .529 | 3rd | | | Lost Semifinals |
🏆 | 1950-51 | Toronto Maple Leafs | 41 | 16 | 13 | .679 | 2nd | | | Won Stanley Cup Finals |
| 1949-50 | Toronto Maple Leafs | 31 | 27 | 12 | .529 | 3rd | | | Lost Semifinals |
🏆 | 1948-49 | Toronto Maple Leafs | 22 | 25 | 13 | .475 | 4th | | | Won Stanley Cup Finals |
🏆 | 1947-48 | Toronto Maple Leafs | 32 | 15 | 13 | .642 | 1st | | | Won Stanley Cup Finals |
🏆 | 1946-47 | Toronto Maple Leafs | 31 | 19 | 10 | .600 | 2nd | | | Won Stanley Cup Finals |
| 1945-46 | Toronto Maple Leafs | 19 | 24 | 7 | .450 | 5th | | | |
🏆 | 1944-45 | Toronto Maple Leafs | 24 | 22 | 4 | .520 | 3rd | | | Won Stanley Cup Finals |
| 1943-44 | Toronto Maple Leafs | 23 | 23 | 4 | .500 | 3rd | | | Lost Semifinals |
| 1942-43 | Toronto Maple Leafs | 22 | 19 | 9 | .530 | 3rd | | | Lost Semifinals |
🏆 | 1941-42 | Toronto Maple Leafs | 27 | 18 | 3 | .594 | 2nd | | | Won Stanley Cup Finals |
| 1940-41 | Toronto Maple Leafs | 28 | 14 | 6 | .646 | 2nd | | | Lost Semifinals |
| 1939-40 | Toronto Maple Leafs | 25 | 17 | 6 | .583 | 3rd | | | Lost Stanley Cup Finals |
| 1938-39 | Toronto Maple Leafs | 19 | 20 | 9 | .490 | 3rd | | | Lost Stanley Cup Finals |
| 1937-38 | Toronto Maple Leafs | 24 | 15 | 9 | .594 | 3rd | | 1st | Lost Stanley Cup Finals |
| 1936-37 | Toronto Maple Leafs | 22 | 21 | 5 | .510 | 5th | | 3rd | Lost Quarterfinals |
| 1935-36 | Toronto Maple Leafs | 23 | 19 | 6 | .542 | 3rd | | 2nd | Lost Stanley Cup Finals |
| 1934-35 | Toronto Maple Leafs | 30 | 14 | 4 | .667 | 1st | | 1st | Lost Stanley Cup Finals |
| 1933-34 | Toronto Maple Leafs | 26 | 13 | 9 | .635 | 1st | | 1st | Lost Semifinals |
| 1932-33 | Toronto Maple Leafs | 24 | 18 | 6 | .563 | 4th | | 1st | Lost Stanley Cup Finals |
🏆 | 1931-32 | Toronto Maple Leafs | 23 | 18 | 7 | .552 | 3rd | | 2nd | Won Stanley Cup Finals |
| 1930-31 | Toronto Maple Leafs | 22 | 13 | 9 | .602 | 3rd | | 2nd | Lost Quarterfinals |
| 1929-30 | Toronto Maple Leafs | 17 | 21 | 6 | .455 | 7th | | 4th | |
| 1928-29 | Toronto Maple Leafs | 21 | 18 | 5 | .534 | 5th | | 3rd | Lost Semifinals |
| 1927-28 | Toronto Maple Leafs | 18 | 18 | 8 | .500 | 8th | | 4th | |
| 1926-27 | Toronto Maple Leafs | 15 | 24 | 5 | .398 | 8th | | 5th | |
| 1925-26 | Toronto St. Patricks | 12 | 21 | 3 | .375 | 6th | | | |
| 1924-25 | Toronto St. Patricks | 19 | 11 | 0 | .633 | 2nd | | | Lost NHL Finals |
| 1923-24 | Toronto St. Patricks | 10 | 14 | 0 | .417 | 3rd | | | |
| 1922-23 | Toronto St. Patricks | 13 | 10 | 1 | .563 | 3rd | | | |
🏆 | 1921-22 | Toronto St. Patricks | 13 | 10 | 1 | .563 | 2nd | | | Won Stanley Cup Finals |
| 1920-21 | Toronto St. Patricks | 15 | 9 | 0 | .625 | 1st | | | Lost NHL Finals |
| 1919-20 | Toronto St. Patricks | 12 | 12 | 0 | .500 | 3rd | | | |
| 1918-19 | Toronto Arenas | 5 | 13 | 0 | .278 | 3rd | | | |
🏆 | 1917-18 | Toronto Arenas | 13 | 9 | 0 | .619 | 2nd | | | Won Stanley Cup Finals |