| Season | Record | Top Scorer | All-Stars | Postseason |
|---|---|---|---|---|
| 2023-24 | 48-34 (.585) |  Donovan Mitchell (26.6 ppg) | Eastern Conference First Round: 4-3 Eastern Conference Semifinals: 1-4 | |
| 2022-23 | 51-31 (.622) | Donovan Mitchell (28.3 ppg) | Eastern Conference First Round: 1-4 | |
| 2021-22 | 44-38 (.537) | Darius Garland (21.7 ppg) | ||
| 2020-21 | 22-50 (.306) | Collin Sexton (24.3 ppg) | ||
| 2019-20 | 19-46 (.292) | Collin Sexton (20.8 ppg) | ||
| 2018-19 | 19-63 (.232) | Kevin Love (17 ppg) | ||
| 2017-18 | 50-32 (.610) | Eastern Conference First Round: 4-3 Eastern Conference Semifinals: 4-0 Eastern Conference Finals: 4-3 NBA Finals: 0-4 | ||
| 2016-17 | 51-31 (.622) | Eastern Conference First Round: 4-0 Eastern Conference Semifinals: 4-0 Eastern Conference Finals: 4-1 NBA Finals: 1-4 | ||
| 2015-16 | 57-25 (.695) | Eastern Conference First Round: 4-0 Eastern Conference Semifinals: 4-0 Eastern Conference Finals: 4-2 NBA Finals: 4-3 | ||
| 2014-15 | 53-29 (.646) | Eastern Conference First Round: 4-0 Eastern Conference Semifinals: 4-2 Eastern Conference Finals: 4-0 NBA Finals: 2-4 | ||
| 2013-14 | 33-49 (.402) | Kyrie Irving (20.8 ppg) | ||
| 2012-13 | 24-58 (.293) | Kyrie Irving (22.5 ppg) | ||
| 2011-12 | 21-45 (.318) | Kyrie Irving (18.5 ppg) | ||
| 2010-11 | 19-63 (.232) | Antawn Jamison (18 ppg) | ||
| 2009-10 | 61-21 (.744) | Eastern Conference First Round: 4-1 Eastern Conference Semifinals: 2-4 | ||
| 2008-09 | 66-16 (.805) | Eastern Conference First Round: 4-0 Eastern Conference Semifinals: 4-0 Eastern Conference Finals: 2-4 | ||
| 2007-08 | 45-37 (.549) | Eastern Conference First Round: 4-2 Eastern Conference Semifinals: 3-4 | ||
| 2006-07 | 50-32 (.610) | Eastern Conference First Round: 4-0 Eastern Conference Semifinals: 4-2 Eastern Conference Finals: 4-2 NBA Finals: 0-4 | ||
| 2005-06 | 50-32 (.610) | Eastern Conference First Round: 4-2 Eastern Conference Semifinals: 3-4 | ||
| 2004-05 | 42-40 (.512) | |||
| 2003-04 | 35-47 (.427) | |||
| 2002-03 | 17-65 (.207) | Ricky Davis (20.6 ppg) | ||
| 2001-02 | 29-53 (.354) | Lamond Murray (16.6 ppg) | ||
| 2000-01 | 30-52 (.366) | Andre Miller (15.8 ppg) | ||
| 1999-00 | 32-50 (.390) | Shawn Kemp (17.8 ppg) | ||
| 1998-99 | 22-28 (.440) | Shawn Kemp (20.5 ppg) | ||
| 1997-98 | 47-35 (.573) | Shawn Kemp (18 ppg) | Eastern Conference First Round: 1-3 | |
| 1996-97 | 42-40 (.512) | Terrell Brandon (19.5 ppg) | ||
| 1995-96 | 47-35 (.573) | Terrell Brandon (19.3 ppg) | Eastern Conference First Round: 0-3 | |
| 1994-95 | 43-39 (.524) | Mark Price (15.8 ppg) | Eastern Conference First Round: 1-3 | |
| 1993-94 | 47-35 (.573) | Mark Price (17.3 ppg) | Eastern Conference First Round: 0-3 | |
| 1992-93 | 54-28 (.659) | Brad Daugherty (20.2 ppg) | Eastern Conference First Round: 3-2 Eastern Conference Semifinals: 0-4 | |
| 1991-92 | 57-25 (.695) | Brad Daugherty (21.5 ppg) | Eastern Conference First Round: 3-1 Eastern Conference Semifinals: 4-3 Eastern Conference Finals: 2-4 | |
| 1990-91 | 33-49 (.402) | Brad Daugherty (21.6 ppg) | ||
| 1989-90 | 42-40 (.512) | Ron Harper (22 ppg) | Eastern Conference First Round: 2-3 | |
| 1988-89 | 57-25 (.695) | Brad Daugherty (18.9 ppg) | Eastern Conference First Round: 2-3 | |
| 1987-88 | 42-40 (.512) | Brad Daugherty (18.7 ppg) | Eastern Conference First Round: 2-3 | |
| 1986-87 | 31-51 (.378) | Ron Harper (22.9 ppg) | ||
| 1985-86 | 29-53 (.354) | World B. Free (23.4 ppg) | ||
| 1984-85 | 36-46 (.439) | World B. Free (22.5 ppg) | Eastern Conference First Round: 1-3 | |
| 1983-84 | 28-54 (.341) | World B. Free (22.3 ppg) | ||
| 1982-83 | 23-59 (.280) | World B. Free (24.2 ppg) | ||
| 1981-82 | 15-67 (.183) | Mike Mitchell (19.6 ppg) | ||
| 1980-81 | 28-54 (.341) | Mike Mitchell (24.5 ppg) | ||
| 1979-80 | 37-45 (.451) | Mike Mitchell (22.2 ppg) | ||
| 1978-79 | 30-52 (.366) | Campy Russell (21.9 ppg) | ||
| 1977-78 | 43-39 (.524) | Campy Russell (19.4 ppg) | Eastern Conference First Round: 0-2 | |
| 1976-77 | 43-39 (.524) | Campy Russell (16.5 ppg) | Eastern Conference First Round: 1-2 | |
| 1975-76 | 49-33 (.598) | Jim Chones (15.9 ppg) | Eastern Conference Semifinals: 4-3 Eastern Conference Finals: 2-4 | |
| 1974-75 | 40-42 (.488) | Bingo Smith (15.9 ppg) | ||
| 1973-74 | 29-53 (.354) | Austin Carr (21.9 ppg) | ||
| 1972-73 | 32-50 (.390) | Austin Carr (20.5 ppg) | ||
| 1971-72 | 23-59 (.280) | Austin Carr (21.2 ppg) | ||
| 1970-71 | 15-67 (.183) | Walt Wesley (17.7 ppg) |