| Dickey Simpkins Rankings 1999-2000 | Stats Glossary  |
| Games with 2 or more Assists | Chicago Bulls Record : 8 - 21 | Dickey Simpkins |
| No | Date | Game | Res | Score | Assists |
| 1 | Apr 1 | vs Charlotte | L | 87-90 | 2 |
| 2 | Mar 29 | vs Cleveland | L | 81-86 | 2 |
| 3 | Mar 24 | vs Denver | W | 70-68 | 2 |
| 4 | Mar 22 | at New_York | L | 67-78 | 3 |
| 5 | Mar 20 | vs Orlando | L | 86-88 | 2 |
| 6 | Mar 15 | at Charlotte | L | 74-77 | 3 |
| 7 | Mar 13 | vs Utah | L | 79-87 | 4 |
| 8 | Mar 10 | at Boston | L | 74-104 | 2 |
| 9 | Feb 29 | at Toronto | L | 80-87 | 3 |
| 10 | Feb 24 | at Indiana | L | 83-100 | 4 |
| 11 | Feb 19 | vs L.A.Clippers | W | 74-72 | 2 |
| 12 | Feb 8 | at Sacramento | L | 80-119 | 3 |
| 13 | Feb 6 | at L.A.Clippers | W | 100-90 | 2 |
| 14 | Feb 2 | at Seattle | W | 88-81 | 2 |
| 15 | Jan 22 | vs Detroit | W | 98-92 | 2 |
| 16 | Jan 7 | at Washington | W | 110-103 | 2 |
| 17 | Jan 5 | vs Washington | W | 77-66 | 4 |
| 18 | Dec 29 | vs Detroit | L | 77-91 | 2 |
| 19 | Dec 22 | vs Minnesota | L | 86-106 | 2 |
| 20 | Dec 20 | vs Seattle | L | 84-93 | 5 |
| 21 | Dec 18 | vs Orlando | L | 74-83 | 3 |
| 22 | Dec 17 | at Philadelphia | L | 74-77 | 2 |
| 23 | Dec 11 | at Orlando | L | 87-108 | 2 |
| 24 | Dec 4 | vs Milwaukee | L | 91-92 | 3 |
| 25 | Dec 2 | vs Dallas | L | 95-101 | 2 |
| 26 | Nov 27 | at Dallas | L | 83-95 | 2 |
| 27 | Nov 13 | vs Boston | W | 92-91 | 3 |
| 28 | Nov 12 | at Philadelphia | L | 86-92 | 2 |
| 29 | Nov 9 | vs Phoenix | L | 80-103 | 2 |
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