| Dickey Simpkins Rankings 1999-2000 | Stats Glossary  |
| Games with 7 or more Efficiency Recap | Chicago Bulls Record : 10 - 23 | Dickey Simpkins |
| No | Date | Game | Res | Score | Efficiency Recap |
| 1 | Apr 6 | vs Milwaukee | W | 90-88 | 9 |
| 2 | Apr 4 | at Milwaukee | L | 73-92 | 8 |
| 3 | Apr 1 | vs Charlotte | L | 87-90 | 9 |
| 4 | Mar 29 | vs Cleveland | L | 81-86 | 12 |
| 5 | Mar 24 | vs Denver | W | 70-68 | 8 |
| 6 | Mar 20 | vs Orlando | L | 86-88 | 18 |
| 7 | Mar 17 | vs Golden_State | L | 92-95 | 10 |
| 8 | Mar 15 | at Charlotte | L | 74-77 | 14 |
| 9 | Mar 13 | vs Utah | L | 79-87 | 7 |
| 10 | Mar 7 | vs Atlanta | W | 89-82 | 7 |
| 11 | Mar 5 | at Charlotte | L | 94-100 | 7 |
| 12 | Mar 2 | vs Cleveland | L | 110-114 | 8 |
| 13 | Feb 25 | vs San_Antonio | L | 78-91 | 14 |
| 14 | Feb 24 | at Indiana | L | 83-100 | 15 |
| 15 | Feb 19 | vs L.A.Clippers | W | 74-72 | 7 |
| 16 | Feb 17 | vs Miami | W | 83-76 | 7 |
| 17 | Feb 15 | vs L.A.Lakers | L | 76-88 | 12 |
| 18 | Feb 2 | at Seattle | W | 88-81 | 15 |
| 19 | Feb 1 | at Portland | L | 81-92 | 7 |
| 20 | Jan 25 | at Atlanta | L | 89-96 | 8 |
| 21 | Jan 22 | vs Detroit | W | 98-92 | 20 |
| 22 | Jan 8 | vs Boston | W | 96-79 | 7 |
| 23 | Jan 5 | vs Washington | W | 77-66 | 12 |
| 24 | Dec 27 | vs Indiana | L | 91-103 | 11 |
| 25 | Dec 26 | at New_Jersey | L | 76-103 | 9 |
| 26 | Dec 22 | vs Minnesota | L | 86-106 | 10 |
| 27 | Dec 20 | vs Seattle | L | 84-93 | 15 |
| 28 | Dec 18 | vs Orlando | L | 74-83 | 11 |
| 29 | Dec 17 | at Philadelphia | L | 74-77 | 14 |
| 30 | Dec 4 | vs Milwaukee | L | 91-92 | 9 |
| 31 | Nov 27 | at Dallas | L | 83-95 | 13 |
| 32 | Nov 13 | vs Boston | W | 92-91 | 8 |
| 33 | Nov 3 | vs New_York | L | 74-84 | 15 |
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