| Cleveland Cavaliers Bench Rankings 1999-2000 | Stats Glossary  |
| Games with 2 or more 3-point Made | Cleveland Cavaliers Record : 18 - 17 |
| No | Date | Game | Score | 3-point Made |
| 1 | Apr 18 | vs Charlotte | L | 88-103 | 3 |
| 2 | Apr 15 | vs New_York | W | 106-96 | 7 |
| 3 | Apr 12 | vs Milwaukee | L | 100-101 | 4 |
| 4 | Apr 8 | vs Detroit | W | 117-98 | 4 |
| 5 | Apr 4 | at Miami | L | 85-111 | 2 |
| 6 | Mar 29 | at Chicago | W | 86-81 | 3 |
| 7 | Mar 23 | at Dallas | W | 104-98 | 2 |
| 8 | Mar 20 | vs Houston | W | 98-85 | 2 |
| 9 | Mar 18 | vs Miami | L | 90-92 | 2 |
| 10 | Mar 16 | vs Utah | L | 86-107 | 2 |
| 11 | Mar 14 | vs Philadelphia | L | 97-98 | 3 |
| 12 | Mar 10 | vs Indiana | L | 92-95 | 3 |
| 13 | Mar 7 | at Utah | L | 95-113 | 4 |
| 14 | Mar 5 | at Denver | W | 100-92 | 2 |
| 15 | Feb 21 | vs Vancouver | W | 109-108 | 2 |
| 16 | Feb 17 | vs Denver | W | 119-101 | 2 |
| 17 | Feb 1 | vs Washington | W | 112-108 | 5 |
| 18 | Jan 21 | at Golden_State | L | 103-115 | 3 |
| 19 | Dec 29 | vs Washington | W | 96-94 | 2 |
| 20 | Dec 26 | vs Toronto | L | 95-98 | 2 |
| 21 | Dec 23 | at Atlanta | L | 90-108 | 2 |
| 22 | Dec 22 | vs Orlando | L | 97-103 | 4 |
| 23 | Dec 17 | at Charlotte | L | 86-99 | 3 |
| 24 | Dec 15 | at New_Jersey | L | 101-111 | 6 |
| 25 | Dec 14 | vs Boston | W | 115-88 | 3 |
| 26 | Dec 11 | vs Atlanta | W | 127-116 | 2 |
| 27 | Dec 1 | at Washington | W | 111-108 | 2 |
| 28 | Nov 27 | vs Charlotte | W | 106-89 | 2 |
| 29 | Nov 20 | vs Indiana | L | 98-107 | 4 |
| 30 | Nov 13 | vs Milwaukee | W | 117-112 | 3 |
| 31 | Nov 11 | vs Seattle | L | 103-109 | 5 |
| 32 | Nov 6 | vs New_York | W | 102-93 | 2 |
| 33 | Nov 5 | at Orlando | W | 104-99 | 4 |
| 34 | Nov 3 | vs New_Jersey | W | 97-90 | 3 |
| 35 | Nov 2 | at New_York | L | 84-92 | 3 |
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