| Charles Oakley Tips 1999-2000 | Stats Glossary  |
| Games with 29 or more Minutes | Toronto Raptors Record : 32 - 21 | Charles Oakley |
| No | Date | Game | Res | Score | Minutes |
| 1 | Apr 30 | vs New_York | L | 80-87 | 34 |
| 2 | Apr 26 | at New_York | L | 83-84 | 35 |
| 3 | Apr 23 | at New_York | L | 88-92 | 41 |
| 4 | Apr 14 | vs New_York | W | 86-71 | 32 |
| 5 | Apr 12 | at Indiana | L | 73-77 | 37 |
| 6 | Apr 10 | vs Cleveland | W | 112-103 | 29 |
| 7 | Apr 7 | at Atlanta | W | 104-84 | 31 |
| 8 | Apr 4 | vs Detroit | L | 88-104 | 29 |
| 9 | Apr 2 | vs Indiana | L | 83-104 | 35 |
| 10 | Mar 31 | at Charlotte | L | 101-110 | 35 |
| 11 | Mar 26 | at Minnesota | L | 101-106 | 31 |
| 12 | Mar 24 | vs Charlotte | L | 84-102 | 36 |
| 13 | Mar 19 | vs Houston | W | 100-98 | 29 |
| 14 | Mar 17 | vs Orlando | W | 95-91 | 33 |
| 15 | Mar 14 | vs Golden_State | W | 85-78 | 38 |
| 16 | Mar 12 | at Seattle | W | 99-97 | 41 |
| 17 | Mar 8 | at L.A.Clippers | W | 95-94 | 35 |
| 18 | Mar 6 | at Portland | W | 109-90 | 35 |
| 19 | Mar 5 | at Vancouver | W | 94-92 | 37 |
| 20 | Mar 3 | vs Boston | W | 114-104 | 31 |
| 21 | Mar 1 | at Boston | W | 96-94 | 35 |
| 22 | Feb 29 | vs Chicago | W | 87-80 | 37 |
| 23 | Feb 25 | vs Minnesota | L | 85-107 | 31 |
| 24 | Feb 23 | at New_York | W | 99-88 | 44 |
| 25 | Feb 18 | vs Denver | L | 91-95 | 33 |
| 26 | Feb 16 | at Indiana | L | 101-109 | 37 |
| 27 | Feb 15 | vs New_York | W | 91-70 | 34 |
| 28 | Feb 9 | at Detroit | L | 108-115 | 30 |
| 29 | Feb 5 | at Milwaukee | W | 98-95 | 31 |
| 30 | Jan 29 | at Chicago | W | 106-89 | 29 |
| 31 | Jan 28 | vs Miami | W | 108-93 | 34 |
| 32 | Jan 26 | vs Washington | W | 120-105 | 32 |
| 33 | Jan 23 | vs Seattle | W | 94-77 | 31 |
| 34 | Jan 19 | at Boston | L | 90-94 | 40 |
| 35 | Jan 14 | vs Milwaukee | W | 115-110 | 36 |
| 36 | Jan 12 | vs Orlando | W | 108-102 | 31 |
| 37 | Jan 9 | vs Vancouver | L | 97-107 | 38 |
| 38 | Jan 7 | at Atlanta | L | 97-105 | 44 |
| 39 | Jan 6 | vs Sacramento | W | 101-89 | 35 |
| 40 | Dec 30 | at Dallas | W | 109-104 | 41 |
| 41 | Dec 28 | at Houston | W | 100-99 | 29 |
| 42 | Dec 22 | at New_York | L | 90-91 | 34 |
| 43 | Dec 15 | at Philadelphia | L | 91-93 | 32 |
| 44 | Dec 14 | vs Indiana | W | 105-97 | 34 |
| 45 | Dec 12 | vs Utah | L | 88-103 | 30 |
| 46 | Dec 7 | vs Cleveland | W | 101-98 | 35 |
| 47 | Dec 5 | vs San_Antonio | W | 98-92 | 31 |
| 48 | Dec 3 | vs Washington | W | 95-93 | 32 |
| 49 | Nov 30 | vs Atlanta | L | 89-107 | 32 |
| 50 | Nov 26 | at Utah | W | 100-87 | 31 |
| 51 | Nov 19 | vs L.A.Clippers | W | 106-100 | 29 |
| 52 | Nov 18 | at Washington | L | 81-92 | 39 |
| 53 | Nov 7 | vs Charlotte | W | 109-99 | 31 |
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