| 2025-26 | Montreal Canadiens | 48 | 24 | | .585 | 6th | 4th | 3rd | Even in First Round |
| 2024-25 | Montreal Canadiens | 40 | 31 | | .488 | 17th | 8th | 5th | Lost First Round |
| 2023-24 | Montreal Canadiens | 30 | 36 | | .366 | 28th | 15th | 8th | |
| 2022-23 | Montreal Canadiens | 31 | 45 | | .378 | 28th | 15th | 8th | |
| 2021-22 | Montreal Canadiens | 22 | 49 | | .268 | 32nd | 16th | 8th | |
| 2020-21 | Montreal Canadiens | 24 | 21 | | .429 | 18th | | 4th | Lost Stanley Cup Finals |
| 2019-20 | Montreal Canadiens | 31 | 31 | | .437 | 24th | 12th | 5th | Lost First Round |
| 2018-19 | Montreal Canadiens | 44 | 30 | | .537 | 14th | 9th | 4th | |
| 2017-18 | Montreal Canadiens | 29 | 40 | | .354 | 28th | 14th | 6th | |
| 2016-17 | Montreal Canadiens | 47 | 26 | | .573 | 7th | 4th | 1st | Lost First Round |
| 2015-16 | Montreal Canadiens | 38 | 38 | | .463 | 22nd | 13th | 6th | |
| 2014-15 | Montreal Canadiens | 50 | 22 | | .610 | 2nd | 2nd | 1st | Lost Second Round |
| 2013-14 | Montreal Canadiens | 46 | 28 | | .561 | 9th | 4th | 3rd | Lost Conference Finals |
| 2012-13 | Montreal Canadiens | 29 | 14 | | .604 | 4th | 2nd | 1st | Lost Conference Quarterfinals |
| 2011-12 | Montreal Canadiens | 31 | 35 | | .378 | 28th | 15th | 5th | |
| 2010-11 | Montreal Canadiens | 44 | 30 | | .537 | 14th | 6th | 2nd | Lost Conference Quarterfinals |
| 2009-10 | Montreal Canadiens | 39 | 33 | | .476 | 19th | 8th | 4th | Lost Conference Finals |
| 2008-09 | Montreal Canadiens | 41 | 30 | | .500 | 13th | 8th | 2nd | Lost Conference Quarterfinals |
| 2007-08 | Montreal Canadiens | 47 | 25 | | .573 | 3rd | 1st | 1st | Lost Conference Semifinals |
| 2006-07 | Montreal Canadiens | 42 | 34 | | .512 | 19th | 10th | 4th | |
| 2005-06 | Montreal Canadiens | 42 | 31 | | .512 | 15th | 7th | 3rd | Lost Conference Quarterfinals |
| 2003-04 | Montreal Canadiens | 41 | 30 | 7 | .543 | 13th | 7th | 4th | Lost Conference Semifinals |
| 2002-03 | Montreal Canadiens | 30 | 35 | 8 | .415 | 20th | 10th | 4th | |
| 2001-02 | Montreal Canadiens | 36 | 31 | 12 | .512 | 18th | 8th | 4th | Lost Conference Semifinals |
| 2000-01 | Montreal Canadiens | 28 | 40 | 8 | .390 | 24th | 11th | 5th | |
| 1999-00 | Montreal Canadiens | 35 | 34 | 9 | .482 | 18th | 10th | 4th | |
| 1998-99 | Montreal Canadiens | 32 | 39 | 11 | .457 | 19th | 11th | 5th | |
| 1997-98 | Montreal Canadiens | 37 | 32 | 13 | .530 | 12th | 7th | 4th | Lost Conference Semifinals |
| 1996-97 | Montreal Canadiens | 31 | 36 | 15 | .470 | 17th | 8th | 4th | Lost Conference Quarterfinals |
| 1995-96 | Montreal Canadiens | 40 | 32 | 10 | .549 | 9th | 6th | 3rd | Lost Conference Quarterfinals |
| 1994-95 | Montreal Canadiens | 18 | 23 | 7 | .448 | 17th | 11th | 6th | |
| 1993-94 | Montreal Canadiens | 41 | 29 | 14 | .571 | 9th | 5th | 3rd | Lost Conference Quarterfinals |
🏆 | 1992-93 | Montreal Canadiens | 48 | 30 | 6 | .607 | 6th | 4th | 3rd | Won Stanley Cup Finals |
| 1991-92 | Montreal Canadiens | 41 | 28 | 11 | .581 | 5th | 3rd | 1st | Lost Division Finals |
| 1990-91 | Montreal Canadiens | 39 | 30 | 11 | .556 | 6th | 2nd | 2nd | Lost Division Finals |
| 1989-90 | Montreal Canadiens | 41 | 28 | 11 | .581 | 4th | 3rd | 3rd | Lost Division Finals |
| 1988-89 | Montreal Canadiens | 53 | 18 | 9 | .719 | 2nd | 1st | 1st | Lost Stanley Cup Finals |
| 1987-88 | Montreal Canadiens | 45 | 22 | 13 | .644 | 2nd | 1st | 1st | Lost Division Finals |
| 1986-87 | Montreal Canadiens | 41 | 29 | 10 | .575 | 5th | 3rd | 2nd | Lost Conference Finals |
🏆 | 1985-86 | Montreal Canadiens | 40 | 33 | 7 | .544 | 7th | 5th | 2nd | Won Stanley Cup Finals |
| 1984-85 | Montreal Canadiens | 41 | 27 | 12 | .588 | 6th | 3rd | 1st | Lost Division Finals |
| 1983-84 | Montreal Canadiens | 35 | 40 | 5 | .469 | 11th | 8th | 4th | Lost Conference Finals |
| 1982-83 | Montreal Canadiens | 42 | 24 | 14 | .613 | 5th | 3rd | 2nd | Lost Division Semifinals |
| 1981-82 | Montreal Canadiens | 46 | 17 | 17 | .681 | 3rd | 2nd | 1st | Lost Division Semifinals |
| 1980-81 | Montreal Canadiens | 45 | 22 | 13 | .644 | 3rd | 1st | 1st | Lost Preliminary Round |
| 1979-80 | Montreal Canadiens | 47 | 20 | 13 | .669 | 3rd | 2nd | 1st | Lost Quarterfinals |
🏆 | 1978-79 | Montreal Canadiens | 52 | 17 | 11 | .719 | 2nd | 1st | 1st | Won Stanley Cup Finals |
🏆 | 1977-78 | Montreal Canadiens | 59 | 10 | 11 | .806 | 1st | 1st | 1st | Won Stanley Cup Finals |
🏆 | 1976-77 | Montreal Canadiens | 60 | 8 | 12 | .825 | 1st | 1st | 1st | Won Stanley Cup Finals |
🏆 | 1975-76 | Montreal Canadiens | 58 | 11 | 11 | .794 | 1st | 1st | 1st | Won Stanley Cup Finals |
| 1974-75 | Montreal Canadiens | 47 | 14 | 19 | .706 | 1st | 1st | 1st | Lost Semifinals |
| 1973-74 | Montreal Canadiens | 45 | 24 | 9 | .635 | 4th | | 2nd | Lost Quarterfinals |
🏆 | 1972-73 | Montreal Canadiens | 52 | 10 | 16 | .769 | 1st | | 1st | Won Stanley Cup Finals |
| 1971-72 | Montreal Canadiens | 46 | 16 | 16 | .692 | 3rd | | 3rd | Lost Quarterfinals |
🏆 | 1970-71 | Montreal Canadiens | 42 | 23 | 13 | .622 | 4th | | 3rd | Won Stanley Cup Finals |
| 1969-70 | Montreal Canadiens | 38 | 22 | 16 | .605 | 5th | | 5th | |
🏆 | 1968-69 | Montreal Canadiens | 46 | 19 | 11 | .678 | 1st | | 1st | Won Stanley Cup Finals |
🏆 | 1967-68 | Montreal Canadiens | 42 | 22 | 10 | .635 | 1st | | 1st | Won Stanley Cup Finals |
| 1966-67 | Montreal Canadiens | 32 | 25 | 13 | .550 | 2nd | | | Lost Stanley Cup Finals |
🏆 | 1965-66 | Montreal Canadiens | 41 | 21 | 8 | .643 | 1st | | | Won Stanley Cup Finals |
🏆 | 1964-65 | Montreal Canadiens | 36 | 23 | 11 | .593 | 2nd | | | Won Stanley Cup Finals |
| 1963-64 | Montreal Canadiens | 36 | 21 | 13 | .607 | 1st | | | Lost Semifinals |
| 1962-63 | Montreal Canadiens | 28 | 19 | 23 | .564 | 3rd | | | Lost Semifinals |
| 1961-62 | Montreal Canadiens | 42 | 14 | 14 | .700 | 1st | | | Lost Semifinals |
| 1960-61 | Montreal Canadiens | 41 | 19 | 10 | .657 | 1st | | | Lost Semifinals |
🏆 | 1959-60 | Montreal Canadiens | 40 | 18 | 12 | .657 | 1st | | | Won Stanley Cup Finals |
🏆 | 1958-59 | Montreal Canadiens | 39 | 18 | 13 | .650 | 1st | | | Won Stanley Cup Finals |
🏆 | 1957-58 | Montreal Canadiens | 43 | 17 | 10 | .686 | 1st | | | Won Stanley Cup Finals |
🏆 | 1956-57 | Montreal Canadiens | 35 | 23 | 12 | .586 | 2nd | | | Won Stanley Cup Finals |
🏆 | 1955-56 | Montreal Canadiens | 45 | 15 | 10 | .714 | 1st | | | Won Stanley Cup Finals |
| 1954-55 | Montreal Canadiens | 41 | 18 | 11 | .664 | 2nd | | | Lost Stanley Cup Finals |
| 1953-54 | Montreal Canadiens | 35 | 24 | 11 | .579 | 2nd | | | Lost Stanley Cup Finals |
🏆 | 1952-53 | Montreal Canadiens | 28 | 23 | 19 | .536 | 2nd | | | Won Stanley Cup Finals |
| 1951-52 | Montreal Canadiens | 34 | 26 | 10 | .557 | 2nd | | | Lost Stanley Cup Finals |
| 1950-51 | Montreal Canadiens | 25 | 30 | 15 | .464 | 3rd | | | Lost Stanley Cup Finals |
| 1949-50 | Montreal Canadiens | 29 | 22 | 19 | .550 | 2nd | | | Lost Semifinals |
| 1948-49 | Montreal Canadiens | 28 | 23 | 9 | .542 | 3rd | | | Lost Semifinals |
| 1947-48 | Montreal Canadiens | 20 | 29 | 11 | .425 | 5th | | | |
| 1946-47 | Montreal Canadiens | 34 | 16 | 10 | .650 | 1st | | | Lost Stanley Cup Finals |
🏆 | 1945-46 | Montreal Canadiens | 28 | 17 | 5 | .610 | 1st | | | Won Stanley Cup Finals |
| 1944-45 | Montreal Canadiens | 38 | 8 | 4 | .800 | 1st | | | Lost Semifinals |
🏆 | 1943-44 | Montreal Canadiens | 38 | 5 | 7 | .830 | 1st | | | Won Stanley Cup Finals |
| 1942-43 | Montreal Canadiens | 19 | 19 | 12 | .500 | 4th | | | Lost Semifinals |
| 1941-42 | Montreal Canadiens | 18 | 27 | 3 | .406 | 6th | | | Lost Quarterfinals |
| 1940-41 | Montreal Canadiens | 16 | 26 | 6 | .396 | 6th | | | Lost Quarterfinals |
| 1939-40 | Montreal Canadiens | 10 | 33 | 5 | .260 | 7th | | | |
| 1938-39 | Montreal Canadiens | 15 | 24 | 9 | .406 | 6th | | | Lost Quarterfinals |
| 1937-38 | Montreal Canadiens | 18 | 17 | 13 | .510 | 5th | | 3rd | Lost Quarterfinals |
| 1936-37 | Montreal Canadiens | 24 | 18 | 6 | .563 | 2nd | | 1st | Lost Semifinals |
| 1935-36 | Montreal Canadiens | 11 | 26 | 11 | .344 | 8th | | 4th | |
| 1934-35 | Montreal Canadiens | 19 | 23 | 6 | .458 | 7th | | 3rd | Lost Quarterfinals |
| 1933-34 | Montreal Canadiens | 22 | 20 | 6 | .521 | 5th | | 2nd | Lost Quarterfinals |
| 1932-33 | Montreal Canadiens | 18 | 25 | 5 | .427 | 7th | | 3rd | Lost Quarterfinals |
| 1931-32 | Montreal Canadiens | 25 | 16 | 7 | .594 | 1st | | 1st | Lost Semifinals |
🏆 | 1930-31 | Montreal Canadiens | 26 | 10 | 8 | .682 | 2nd | | 1st | Won Stanley Cup Finals |
🏆 | 1929-30 | Montreal Canadiens | 21 | 14 | 9 | .580 | 2nd | | 2nd | Won Stanley Cup Finals |
| 1928-29 | Montreal Canadiens | 22 | 7 | 15 | .670 | 1st | | 1st | Lost Semifinals |
| 1927-28 | Montreal Canadiens | 26 | 11 | 7 | .670 | 1st | | 1st | Lost Semifinals |
| 1926-27 | Montreal Canadiens | 28 | 14 | 2 | .659 | 2nd | | 2nd | Lost Semifinals |
| 1925-26 | Montreal Canadiens | 11 | 24 | 1 | .319 | 7th | | | |
| 1924-25 | Montreal Canadiens | 17 | 11 | 2 | .600 | 3rd | | | Lost Stanley Cup Finals |
🏆 | 1923-24 | Montreal Canadiens | 13 | 11 | 0 | .542 | 2nd | | | Won Stanley Cup Finals |
| 1922-23 | Montreal Canadiens | 13 | 9 | 2 | .583 | 2nd | | | Tied NHL Finals |
| 1921-22 | Montreal Canadiens | 12 | 11 | 1 | .521 | 3rd | | | |
| 1920-21 | Montreal Canadiens | 13 | 11 | 0 | .542 | 3rd | | | |
| 1919-20 | Montreal Canadiens | 13 | 11 | 0 | .542 | 2nd | | | |
| 1918-19 | Montreal Canadiens | 10 | 8 | 0 | .556 | 2nd | | | Tied Stanley Cup Finals |
| 1917-18 | Montreal Canadiens | 13 | 9 | 0 | .619 | 1st | | | Tied NHL Finals |