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| Cleveland Cavaliers Rankings | Record : 32 - 50 | East Rank : 11th |
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| Cleveland Cavaliers Rankings 1999-2000 |
| Games with 21 or more Free-throws Made | Cleveland Cavaliers Record : 21 - 14 |
| No | Date | Game | Score | Free-throws Made |
| 1 | Apr 12 | vs Milwaukee | L | 100-101 | 24 |
| 2 | Apr 8 | vs Detroit | W | 117-98 | 31 |
| 3 | Apr 1 | vs Boston | W | 109-103 | 25 |
| 4 | Mar 18 | vs Miami | L | 90-92 | 31 |
| 5 | Mar 5 | at Denver | W | 100-92 | 23 |
| 6 | Mar 4 | at L.A.Clippers | W | 109-99 | 42 |
| 7 | Mar 2 | at Chicago | W | 114-110 | 24 |
| 8 | Feb 29 | vs Phoenix | L | 93-100 | 22 |
| 9 | Feb 21 | vs Vancouver | W | 109-108 | 25 |
| 10 | Feb 17 | vs Denver | W | 119-101 | 21 |
| 11 | Feb 5 | vs Atlanta | L | 94-102 | 26 |
| 12 | Feb 1 | vs Washington | W | 112-108 | 33 |
| 13 | Jan 29 | at Washington | L | 98-103 | 23 |
| 14 | Jan 27 | vs Orlando | W | 102-90 | 32 |
| 15 | Jan 25 | vs Detroit | W | 116-107 | 31 |
| 16 | Jan 21 | at Golden_State | L | 103-115 | 25 |
| 17 | Jan 19 | at L.A.Lakers | L | 86-95 | 21 |
| 18 | Jan 16 | at Sacramento | L | 102-113 | 24 |
| 19 | Jan 10 | vs L.A.Clippers | W | 111-106 | 29 |
| 20 | Jan 8 | at New_York | W | 89-86 | 23 |
| 21 | Jan 3 | at Boston | L | 98-105 | 26 |
| 22 | Dec 26 | vs Toronto | L | 95-98 | 25 |
| 23 | Dec 20 | vs Minnesota | L | 94-100 | 23 |
| 24 | Dec 14 | vs Boston | W | 115-88 | 23 |
| 25 | Dec 11 | vs Atlanta | W | 127-116 | 29 |
| 26 | Dec 8 | vs Chicago | W | 107-93 | 24 |
| 27 | Dec 7 | at Toronto | L | 98-101 | 25 |
| 28 | Dec 3 | vs Philadelphia | L | 100-102 | 22 |
| 29 | Dec 1 | at Washington | W | 111-108 | 40 |
| 30 | Nov 30 | vs Dallas | W | 106-99 | 26 |
| 31 | Nov 27 | vs Charlotte | W | 106-89 | 31 |
| 32 | Nov 23 | vs Portland | W | 103-100 | 23 |
| 33 | Nov 17 | at Boston | L | 103-114 | 25 |
| 34 | Nov 13 | vs Milwaukee | W | 117-112 | 36 |
| 35 | Nov 6 | vs New_York | W | 102-93 | 35 |
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