| Charles Oakley Rankings 1998-1999 | Stats Glossary  |
| Games with 4 or more Assists | Toronto Raptors Record : 14 - 8 | Charles Oakley |
| No | Date | Game | Res | Score | Assists |
| 1 | May 5 | vs Cleveland | W | 96-87 | 7 |
| 2 | May 4 | at Milwaukee | L | 86-99 | 5 |
| 3 | May 1 | at Philadelphia | L | 96-103 | 6 |
| 4 | Apr 30 | at Cleveland | L | 83-91 | 4 |
| 5 | Apr 27 | vs Charlotte | L | 98-108 | 5 |
| 6 | Apr 21 | at Washington | W | 107-91 | 4 |
| 7 | Apr 20 | vs Atlanta | L | 81-103 | 4 |
| 8 | Apr 19 | vs Orlando | W | 90-72 | 4 |
| 9 | Apr 17 | at New_York | W | 93-90 | 6 |
| 10 | Apr 14 | at Philadelphia | L | 78-96 | 4 |
| 11 | Apr 8 | vs Boston | L | 89-101 | 5 |
| 12 | Apr 4 | vs Philadelphia | W | 97-82 | 4 |
| 13 | Apr 3 | vs Washington | W | 87-85 | 4 |
| 14 | Apr 1 | vs Indiana | W | 88-87 | 4 |
| 15 | Mar 30 | at Cleveland | W | 101-91 | 5 |
| 16 | Mar 26 | at San_Antonio | W | 93-91 | 5 |
| 17 | Mar 21 | vs New_York | W | 85-81 | 4 |
| 18 | Mar 19 | vs L.A.Clippers | W | 93-82 | 4 |
| 19 | Mar 16 | vs New_Jersey | W | 100-85 | 4 |
| 20 | Feb 28 | vs Chicago | L | 88-90 | 6 |
| 21 | Feb 21 | vs Vancouver | W | 102-87 | 6 |
| 22 | Feb 5 | at Boston | W | 103-92 | 4 |
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