| Charles Oakley Rankings 1999-2000 | Stats Glossary  |
| Games with 2 or more Free-throws Attempts | Toronto Raptors Record : 20 - 11 | Charles Oakley |
| No | Date | Game | Res | Score | Free-throws Attempts |
| 1 | Apr 12 | at Indiana | L | 73-77 | 2 |
| 2 | Apr 10 | vs Cleveland | W | 112-103 | 4 |
| 3 | Mar 31 | at Charlotte | L | 101-110 | 2 |
| 4 | Mar 19 | vs Houston | W | 100-98 | 3 |
| 5 | Mar 17 | vs Orlando | W | 95-91 | 4 |
| 6 | Mar 14 | vs Golden_State | W | 85-78 | 2 |
| 7 | Mar 6 | at Portland | W | 109-90 | 2 |
| 8 | Mar 3 | vs Boston | W | 114-104 | 2 |
| 9 | Mar 1 | at Boston | W | 96-94 | 2 |
| 10 | Feb 25 | vs Minnesota | L | 85-107 | 2 |
| 11 | Feb 23 | at New_York | W | 99-88 | 2 |
| 12 | Feb 18 | vs Denver | L | 91-95 | 2 |
| 13 | Jan 29 | at Chicago | W | 106-89 | 3 |
| 14 | Jan 28 | vs Miami | W | 108-93 | 4 |
| 15 | Jan 26 | vs Washington | W | 120-105 | 2 |
| 16 | Jan 19 | at Boston | L | 90-94 | 2 |
| 17 | Jan 15 | at Milwaukee | L | 97-118 | 2 |
| 18 | Jan 14 | vs Milwaukee | W | 115-110 | 2 |
| 19 | Jan 7 | at Atlanta | L | 97-105 | 2 |
| 20 | Dec 22 | at New_York | L | 90-91 | 2 |
| 21 | Dec 21 | vs New_Jersey | W | 116-87 | 2 |
| 22 | Dec 19 | vs L.A.Lakers | L | 88-94 | 2 |
| 23 | Dec 15 | at Philadelphia | L | 91-93 | 2 |
| 24 | Dec 14 | vs Indiana | W | 105-97 | 2 |
| 25 | Dec 7 | vs Cleveland | W | 101-98 | 2 |
| 26 | Nov 26 | at Utah | W | 100-87 | 6 |
| 27 | Nov 21 | at L.A.Lakers | W | 111-102 | 4 |
| 28 | Nov 19 | vs L.A.Clippers | W | 106-100 | 2 |
| 29 | Nov 18 | at Washington | L | 81-92 | 5 |
| 30 | Nov 16 | vs Detroit | W | 89-85 | 4 |
| 31 | Nov 7 | vs Charlotte | W | 109-99 | 2 |
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