| 2024-25 | Cleveland Cavaliers | 56 | 13 | .812 | 1st | 1st | |
| 2023-24 | Cleveland Cavaliers | 48 | 34 | .585 | 4th | 2nd | Lost Eastern Conference Semifinals |
| 2022-23 | Cleveland Cavaliers | 51 | 31 | .622 | 4th | 2nd | Lost Eastern Conference First Round |
| 2021-22 | Cleveland Cavaliers | 44 | 38 | .537 | 9th | 3rd | |
| 2020-21 | Cleveland Cavaliers | 22 | 50 | .306 | 13th | 4th | |
| 2019-20 | Cleveland Cavaliers | 19 | 46 | .292 | 15th | 5th | |
| 2018-19 | Cleveland Cavaliers | 19 | 63 | .232 | 14th | 5th | |
| 2017-18 | Cleveland Cavaliers | 50 | 32 | .610 | 4th | 1st | Lost NBA Finals |
| 2016-17 | Cleveland Cavaliers | 51 | 31 | .622 | 2nd | 1st | Lost NBA Finals |
🏆 | 2015-16 | Cleveland Cavaliers | 57 | 25 | .695 | 1st | 1st | Won NBA Finals |
| 2014-15 | Cleveland Cavaliers | 53 | 29 | .646 | 2nd | 1st | Lost NBA Finals |
| 2013-14 | Cleveland Cavaliers | 33 | 49 | .402 | 10th | 3rd | |
| 2012-13 | Cleveland Cavaliers | 24 | 58 | .293 | 13th | 5th | |
| 2011-12 | Cleveland Cavaliers | 21 | 45 | .318 | 13th | 5th | |
| 2010-11 | Cleveland Cavaliers | 19 | 63 | .232 | 15th | 5th | |
| 2009-10 | Cleveland Cavaliers | 61 | 21 | .744 | 1st | 1st | Lost Eastern Conference Semifinals |
| 2008-09 | Cleveland Cavaliers | 66 | 16 | .805 | 1st | 1st | Lost Eastern Conference Finals |
| 2007-08 | Cleveland Cavaliers | 45 | 37 | .549 | 4th | 2nd | Lost Eastern Conference Semifinals |
| 2006-07 | Cleveland Cavaliers | 50 | 32 | .610 | 2nd | 2nd | Lost NBA Finals |
| 2005-06 | Cleveland Cavaliers | 50 | 32 | .610 | 4th | 2nd | Lost Eastern Conference Semifinals |
| 2004-05 | Cleveland Cavaliers | 42 | 40 | .512 | 9th | 4th | |
| 2003-04 | Cleveland Cavaliers | 35 | 47 | .427 | 9th | 5th | |
| 2002-03 | Cleveland Cavaliers | 17 | 65 | .207 | 15th | 8th | |
| 2001-02 | Cleveland Cavaliers | 29 | 53 | .354 | 14th | 7th | |
| 2000-01 | Cleveland Cavaliers | 30 | 52 | .366 | 11th | 6th | |
| 1999-00 | Cleveland Cavaliers | 32 | 50 | .390 | 11th | 6th | |
| 1998-99 | Cleveland Cavaliers | 22 | 28 | .440 | 11th | 7th | |
| 1997-98 | Cleveland Cavaliers | 47 | 35 | .573 | 6th | 5th | Lost Eastern Conference First Round |
| 1996-97 | Cleveland Cavaliers | 42 | 40 | .512 | 9th | 5th | |
| 1995-96 | Cleveland Cavaliers | 47 | 35 | .573 | 4th | 3rd | Lost Eastern Conference First Round |
| 1994-95 | Cleveland Cavaliers | 43 | 39 | .524 | 6th | 4th | Lost Eastern Conference First Round |
| 1993-94 | Cleveland Cavaliers | 47 | 35 | .573 | 6th | 4th | Lost Eastern Conference First Round |
| 1992-93 | Cleveland Cavaliers | 54 | 28 | .659 | 3rd | 2nd | Lost Eastern Conference Semifinals |
| 1991-92 | Cleveland Cavaliers | 57 | 25 | .695 | 3rd | 2nd | Lost Eastern Conference Finals |
| 1990-91 | Cleveland Cavaliers | 33 | 49 | .402 | 9th | 6th | |
| 1989-90 | Cleveland Cavaliers | 42 | 40 | .512 | 7th | 4th | Lost Eastern Conference First Round |
| 1988-89 | Cleveland Cavaliers | 57 | 25 | .695 | 3rd | 2nd | Lost Eastern Conference First Round |
| 1987-88 | Cleveland Cavaliers | 42 | 40 | .512 | 6th | 5th | Lost Eastern Conference First Round |
| 1986-87 | Cleveland Cavaliers | 31 | 51 | .378 | 9th | 6th | |
| 1985-86 | Cleveland Cavaliers | 29 | 53 | .354 | 9th | 5th | |
| 1984-85 | Cleveland Cavaliers | 36 | 46 | .439 | 8th | 4th | Lost Eastern Conference First Round |
| 1983-84 | Cleveland Cavaliers | 28 | 54 | .341 | 9th | 4th | |
| 1982-83 | Cleveland Cavaliers | 23 | 59 | .280 | 10th | 5th | |
| 1981-82 | Cleveland Cavaliers | 15 | 67 | .183 | 11th | 6th | |
| 1980-81 | Cleveland Cavaliers | 28 | 54 | .341 | 9th | 5th | |
| 1979-80 | Cleveland Cavaliers | 37 | 45 | .451 | 9th | 5th | |
| 1978-79 | Cleveland Cavaliers | 30 | 52 | .366 | 9th | 5th | |
| 1977-78 | Cleveland Cavaliers | 43 | 39 | .524 | 4th | 3rd | Lost Eastern Conference First Round |
| 1976-77 | Cleveland Cavaliers | 43 | 39 | .524 | 6th | 4th | Lost Eastern Conference First Round |
| 1975-76 | Cleveland Cavaliers | 49 | 33 | .598 | 2nd | 1st | Lost Eastern Conference Finals |
| 1974-75 | Cleveland Cavaliers | 40 | 42 | .488 | 6th | 3rd | |
| 1973-74 | Cleveland Cavaliers | 29 | 53 | .354 | 7th | 4th | |
| 1972-73 | Cleveland Cavaliers | 32 | 50 | .390 | 6th | 4th | |
| 1971-72 | Cleveland Cavaliers | 23 | 59 | .280 | 7th | 4th | |
| 1970-71 | Cleveland Cavaliers | 15 | 67 | .183 | 8th | 4th | |