| Cleveland Cavaliers Bench Rankings 1999-2000 | Stats Glossary  |
| Games with 8 or more Free-throws Attempts | Cleveland Cavaliers Record : 17 - 21 |
| No | Date | Game | Score | Free-throws Attempts |
| 1 | Apr 16 | at Atlanta | L | 101-104 | 12 |
| 2 | Apr 12 | vs Milwaukee | L | 100-101 | 19 |
| 3 | Apr 8 | vs Detroit | W | 117-98 | 13 |
| 4 | Apr 4 | at Miami | L | 85-111 | 18 |
| 5 | Apr 2 | vs Chicago | L | 74-83 | 8 |
| 6 | Apr 1 | vs Boston | W | 109-103 | 12 |
| 7 | Mar 29 | at Chicago | W | 86-81 | 11 |
| 8 | Mar 25 | at San_Antonio | L | 76-96 | 10 |
| 9 | Mar 23 | at Dallas | W | 104-98 | 11 |
| 10 | Mar 18 | vs Miami | L | 90-92 | 16 |
| 11 | Mar 16 | vs Utah | L | 86-107 | 10 |
| 12 | Mar 12 | at Milwaukee | L | 72-103 | 11 |
| 13 | Mar 5 | at Denver | W | 100-92 | 11 |
| 14 | Mar 4 | at L.A.Clippers | W | 109-99 | 10 |
| 15 | Feb 17 | vs Denver | W | 119-101 | 8 |
| 16 | Feb 5 | vs Atlanta | L | 94-102 | 8 |
| 17 | Feb 1 | vs Washington | W | 112-108 | 24 |
| 18 | Jan 27 | vs Orlando | W | 102-90 | 10 |
| 19 | Jan 25 | vs Detroit | W | 116-107 | 10 |
| 20 | Jan 22 | at Phoenix | L | 88-101 | 9 |
| 21 | Jan 21 | at Golden_State | L | 103-115 | 8 |
| 22 | Jan 19 | at L.A.Lakers | L | 86-95 | 14 |
| 23 | Jan 10 | vs L.A.Clippers | W | 111-106 | 10 |
| 24 | Jan 3 | at Boston | L | 98-105 | 11 |
| 25 | Dec 18 | vs New_Jersey | L | 74-98 | 11 |
| 26 | Dec 14 | vs Boston | W | 115-88 | 11 |
| 27 | Dec 11 | vs Atlanta | W | 127-116 | 10 |
| 28 | Dec 10 | at Indiana | L | 88-136 | 14 |
| 29 | Dec 7 | at Toronto | L | 98-101 | 11 |
| 30 | Dec 3 | vs Philadelphia | L | 100-102 | 8 |
| 31 | Dec 1 | at Washington | W | 111-108 | 14 |
| 32 | Nov 27 | vs Charlotte | W | 106-89 | 16 |
| 33 | Nov 26 | at Philadelphia | L | 83-106 | 10 |
| 34 | Nov 19 | at Detroit | L | 90-101 | 11 |
| 35 | Nov 17 | at Boston | L | 103-114 | 8 |
| 36 | Nov 13 | vs Milwaukee | W | 117-112 | 20 |
| 37 | Nov 6 | vs New_York | W | 102-93 | 11 |
| 38 | Nov 2 | at New_York | L | 84-92 | 12 |
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