| Season | League | Conference | Finish | Division | Finish | Regular season | Playoffs | Awards | Head coach |
| GP | W | L | Pct. |
| 1995–96 | NBA | Eastern | 14th | Central | 8th | 82 | 21 | 61 | 256 | | Damon Stoudamire (ROY) | Brendan Malone |
| 1996–97 | NBA | Eastern | 12th | Central | 8th | 82 | 30 | 52 | 366 | | | Darrell Walker |
| 1997–98 | NBA | Eastern | 15th | Central | 8th | 82 | 16 | 66 | 195 | | | Darrell WalkerButch Carter |
| 1998–99 [a] | NBA | Eastern | 10th | Central | 6th | 50 | 23 | 27 | 460 | | Vince Carter (ROY) | Butch Carter |
| 1999–2000 | NBA | Eastern | 6th | Central | 3rd | 82 | 45 | 37 | 549 | Lost First round (Knicks) 3–0 | |
| 2000–01 | NBA | Eastern | 5th | Central | 2nd | 82 | 47 | 35 | 573 | Won First round (Knicks) 3–2 Lost conference semifinals (76ers) 4–3 | | Lenny Wilkens |
| 2001–02 | NBA | Eastern | 7th | Central | 3rd | 82 | 42 | 40 | 512 | Lost First round (Pistons) 3–2 | |
| 2002–03 | NBA | Eastern | 14th | Central | 7th | 82 | 24 | 58 | 293 | | |
| 2003–04 | NBA | Eastern | 10th | Central | 6th | 82 | 33 | 49 | 402 | | | Kevin O'Neill |
| 2004–05 | NBA | Eastern | 12th | Atlantic | 4th | 82 | 33 | 49 | 402 | | | Sam Mitchell |
| 2005–06 | NBA | Eastern | 12th | Atlantic | 4th | 82 | 27 | 55 | 329 | | |
| 2006–07 | NBA | Eastern | 3rd | Atlantic | 1st | 82 | 47 | 35 | 573 | Lost First round (Nets) 4–2 | Sam Mitchell (COY) Bryan Colangelo (EOY) |
| 2007–08 | NBA | Eastern | 6th | Atlantic | 2nd | 82 | 41 | 41 | 500 | Lost First round (Magic) 4–1 | |
| 2008–09 | NBA | Eastern | 13th | Atlantic | 4th | 82 | 33 | 49 | 402 | | | Sam MitchellJay Triano |
| 2009–10 | NBA | Eastern | 9th | Atlantic | 2nd | 82 | 40 | 42 | 488 | | | Jay Triano |
| 2010–11 | NBA | Eastern | 14th | Atlantic | 5th | 82 | 22 | 60 | 268 | | |
| 2011–12[b] | NBA | Eastern | 11th | Atlantic | 4th | 66 | 23 | 43 | 348 | | | Dwane Casey |
| 2012–13 | NBA | Eastern | 10th | Atlantic | 5th | 82 | 34 | 48 | 415 | | |
| 2013–14 | NBA | Eastern | 3rd | Atlantic | 1st | 82 | 48 | 34 | 585 | Lost First round (Nets) 4–3 | |
| 2014–15 | NBA | Eastern | 4th | Atlantic | 1st | 82 | 49 | 33 | 598 | Lost First round (Wizards) 4–0 | Lou Williams (SIX) |
| 2015–16 | NBA | Eastern | 2nd | Atlantic | 1st | 82 | 56 | 26 | 683 | Won First round (Pacers) 4–3 Won conference semifinals (Heat) 4–3Lost conference finals (Cavaliers) 4–2 | |
| 2016–17 | NBA | Eastern | 3rd | Atlantic | 2nd | 82 | 51 | 31 | 622 | Won First round (Bucks) 4–2 Lost conference semifinals (Cavaliers) 4–0 | |
| 2017–18 | NBA | Eastern | 1st | Atlantic | 1st | 82 | 59 | 23 | 720 | Won First round (Wizards) 4–2Lost conference semifinals (Cavaliers) 4–0 | Dwane Casey (COY) |
| 2018–19 | NBA | Eastern | 2nd | Atlantic | 1st | 82 | 58 | 24 | 707 | Won First round (Magic) 4–1 Won conference semifinals (76ers) 4–3 Won conference finals (Bucks) 4–2 Won NBA Finals (Warriors) 4–2 | Kawhi Leonard (FMVP) Pascal Siakam (MIP) | Nick Nurse |
| 2019–20[c] | NBA | Eastern | 2nd | Atlantic | 1st | 72 | 53 | 19 | 736 | Won First round (Nets) 4–0 Lost conference semifinals (Celtics) 4–3 | Nick Nurse (COY) |
| 2020–21[d] | NBA | Eastern | 12th | Atlantic | 5th | 72 | 27 | 45 | 375 | | |
| 2021–22 | NBA | Eastern | 5th | Atlantic | 3rd | 82 | 48 | 34 | 585 | Lost First round (76ers) 4–2 | Scottie Barnes (ROY) |
| 2022–23 | NBA | Eastern | 9th[e] | Atlantic | 5th | 82 | 41 | 41 | 500 | | |
| 2023–24 | NBA | Eastern | 12th | Atlantic | 5th | 82 | 25 | 57 | 305 | | | Darko Rajaković |
| 2024–25 | NBA | Eastern | 11th | Atlantic | 3rd | 82 | 30 | 52 | 366 | | |