| Cleveland Cavaliers Rankings 1999-2000 | Stats Glossary  |
| Games with 27 or more Free-throws Attempts | Cleveland Cavaliers Record : 20 - 18 |
| No | Date | Game | Score | Free-throws Attempts |
| 1 | Apr 12 | vs Milwaukee | L | 100-101 | 36 |
| 2 | Apr 8 | vs Detroit | W | 117-98 | 38 |
| 3 | Apr 1 | vs Boston | W | 109-103 | 30 |
| 4 | Mar 29 | at Chicago | W | 86-81 | 27 |
| 5 | Mar 18 | vs Miami | L | 90-92 | 41 |
| 6 | Mar 12 | at Milwaukee | L | 72-103 | 28 |
| 7 | Mar 5 | at Denver | W | 100-92 | 30 |
| 8 | Mar 4 | at L.A.Clippers | W | 109-99 | 54 |
| 9 | Mar 2 | at Chicago | W | 114-110 | 30 |
| 10 | Feb 21 | vs Vancouver | W | 109-108 | 30 |
| 11 | Feb 5 | vs Atlanta | L | 94-102 | 30 |
| 12 | Feb 1 | vs Washington | W | 112-108 | 47 |
| 13 | Jan 29 | at Washington | L | 98-103 | 28 |
| 14 | Jan 27 | vs Orlando | W | 102-90 | 43 |
| 15 | Jan 25 | vs Detroit | W | 116-107 | 41 |
| 16 | Jan 21 | at Golden_State | L | 103-115 | 36 |
| 17 | Jan 19 | at L.A.Lakers | L | 86-95 | 32 |
| 18 | Jan 16 | at Sacramento | L | 102-113 | 31 |
| 19 | Jan 10 | vs L.A.Clippers | W | 111-106 | 39 |
| 20 | Jan 8 | at New_York | W | 89-86 | 28 |
| 21 | Jan 3 | at Boston | L | 98-105 | 33 |
| 22 | Dec 26 | vs Toronto | L | 95-98 | 31 |
| 23 | Dec 22 | vs Orlando | L | 97-103 | 27 |
| 24 | Dec 20 | vs Minnesota | L | 94-100 | 31 |
| 25 | Dec 11 | vs Atlanta | W | 127-116 | 39 |
| 26 | Dec 10 | at Indiana | L | 88-136 | 27 |
| 27 | Dec 8 | vs Chicago | W | 107-93 | 35 |
| 28 | Dec 7 | at Toronto | L | 98-101 | 35 |
| 29 | Dec 3 | vs Philadelphia | L | 100-102 | 33 |
| 30 | Dec 1 | at Washington | W | 111-108 | 53 |
| 31 | Nov 30 | vs Dallas | W | 106-99 | 32 |
| 32 | Nov 27 | vs Charlotte | W | 106-89 | 38 |
| 33 | Nov 26 | at Philadelphia | L | 83-106 | 28 |
| 34 | Nov 23 | vs Portland | W | 103-100 | 27 |
| 35 | Nov 19 | at Detroit | L | 90-101 | 27 |
| 36 | Nov 17 | at Boston | L | 103-114 | 34 |
| 37 | Nov 13 | vs Milwaukee | W | 117-112 | 49 |
| 38 | Nov 6 | vs New_York | W | 102-93 | 44 |
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