| Charles Oakley Rankings 1999-2000 | Stats Glossary  |
| Games with 13 or more Efficiency Recap | Toronto Raptors Record : 26 - 12 | Charles Oakley |
| No | Date | Game | Res | Score | Efficiency Recap |
| 1 | Apr 30 | vs New_York | L | 80-87 | 21 |
| 2 | Apr 23 | at New_York | L | 88-92 | 24 |
| 3 | Apr 8 | at Chicago | W | 98-79 | 14 |
| 4 | Mar 31 | at Charlotte | L | 101-110 | 18 |
| 5 | Mar 28 | at Cleveland | W | 99-96 | 16 |
| 6 | Mar 14 | vs Golden_State | W | 85-78 | 20 |
| 7 | Mar 12 | at Seattle | W | 99-97 | 14 |
| 8 | Mar 6 | at Portland | W | 109-90 | 14 |
| 9 | Mar 5 | at Vancouver | W | 94-92 | 15 |
| 10 | Mar 3 | vs Boston | W | 114-104 | 13 |
| 11 | Feb 29 | vs Chicago | W | 87-80 | 21 |
| 12 | Feb 23 | at New_York | W | 99-88 | 20 |
| 13 | Feb 18 | vs Denver | L | 91-95 | 13 |
| 14 | Feb 16 | at Indiana | L | 101-109 | 16 |
| 15 | Feb 15 | vs New_York | W | 91-70 | 24 |
| 16 | Feb 5 | at Milwaukee | W | 98-95 | 15 |
| 17 | Jan 29 | at Chicago | W | 106-89 | 14 |
| 18 | Jan 28 | vs Miami | W | 108-93 | 23 |
| 19 | Jan 26 | vs Washington | W | 120-105 | 15 |
| 20 | Jan 23 | vs Seattle | W | 94-77 | 18 |
| 21 | Jan 19 | at Boston | L | 90-94 | 21 |
| 22 | Jan 14 | vs Milwaukee | W | 115-110 | 21 |
| 23 | Jan 9 | vs Vancouver | L | 97-107 | 27 |
| 24 | Jan 7 | at Atlanta | L | 97-105 | 17 |
| 25 | Jan 6 | vs Sacramento | W | 101-89 | 34 |
| 26 | Dec 30 | at Dallas | W | 109-104 | 22 |
| 27 | Dec 28 | at Houston | W | 100-99 | 14 |
| 28 | Dec 21 | vs New_Jersey | W | 116-87 | 22 |
| 29 | Dec 15 | at Philadelphia | L | 91-93 | 13 |
| 30 | Dec 14 | vs Indiana | W | 105-97 | 27 |
| 31 | Dec 12 | vs Utah | L | 88-103 | 13 |
| 32 | Dec 7 | vs Cleveland | W | 101-98 | 13 |
| 33 | Dec 5 | vs San_Antonio | W | 98-92 | 20 |
| 34 | Nov 30 | vs Atlanta | L | 89-107 | 13 |
| 35 | Nov 27 | at Golden_State | W | 106-88 | 13 |
| 36 | Nov 26 | at Utah | W | 100-87 | 20 |
| 37 | Nov 23 | at Phoenix | L | 93-94 | 13 |
| 38 | Nov 7 | vs Charlotte | W | 109-99 | 22 |
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