| Cleveland Cavaliers Out-Of-Paint Rankings 1999-2000 | Stats Glossary  |
| Games with .748 or higher Free-throws Percentage | Cleveland Cavaliers Record : 20 - 25 |
| No | Date | Game | Score | Free-throws Percentage |
| 1 | Apr 18 | vs Charlotte | L | 88-103 | 1.00 |
| 2 | Apr 16 | at Atlanta | L | 101-104 | .778 |
| 3 | Apr 15 | vs New_York | W | 106-96 | .923 |
| 4 | Apr 10 | at Toronto | L | 103-112 | .786 |
| 5 | Apr 8 | vs Detroit | W | 117-98 | .833 |
| 6 | Apr 7 | at Indiana | L | 94-95 | .750 |
| 7 | Apr 2 | vs Chicago | L | 74-83 | .800 |
| 8 | Apr 1 | vs Boston | W | 109-103 | .857 |
| 9 | Mar 28 | vs Toronto | L | 96-99 | .818 |
| 10 | Mar 23 | at Dallas | W | 104-98 | .900 |
| 11 | Mar 21 | at Minnesota | L | 107-111 | .750 |
| 12 | Mar 20 | vs Houston | W | 98-85 | 1.00 |
| 13 | Mar 14 | vs Philadelphia | L | 97-98 | .900 |
| 14 | Mar 10 | vs Indiana | L | 92-95 | 1.00 |
| 15 | Mar 7 | at Utah | L | 95-113 | .765 |
| 16 | Mar 5 | at Denver | W | 100-92 | .762 |
| 17 | Mar 4 | at L.A.Clippers | W | 109-99 | .788 |
| 18 | Mar 2 | at Chicago | W | 114-110 | .786 |
| 19 | Feb 29 | vs Phoenix | L | 93-100 | .917 |
| 20 | Feb 25 | at Miami | L | 82-87 | .769 |
| 21 | Feb 21 | vs Vancouver | W | 109-108 | .824 |
| 22 | Feb 17 | vs Denver | W | 119-101 | .882 |
| 23 | Feb 15 | vs San_Antonio | W | 92-81 | .867 |
| 24 | Feb 9 | at Charlotte | L | 95-103 | .857 |
| 25 | Feb 5 | vs Atlanta | L | 94-102 | .875 |
| 26 | Feb 4 | at Detroit | L | 96-105 | .750 |
| 27 | Jan 29 | at Washington | L | 98-103 | .875 |
| 28 | Jan 25 | vs Detroit | W | 116-107 | .769 |
| 29 | Jan 21 | at Golden_State | L | 103-115 | .778 |
| 30 | Jan 18 | at Seattle | L | 80-99 | .769 |
| 31 | Jan 14 | at Vancouver | W | 82-80 | .769 |
| 32 | Jan 3 | at Boston | L | 98-105 | .810 |
| 33 | Dec 22 | vs Orlando | L | 97-103 | .800 |
| 34 | Dec 20 | vs Minnesota | L | 94-100 | .769 |
| 35 | Dec 17 | at Charlotte | L | 86-99 | 1.00 |
| 36 | Dec 14 | vs Boston | W | 115-88 | .929 |
| 37 | Dec 7 | at Toronto | L | 98-101 | .842 |
| 38 | Nov 30 | vs Dallas | W | 106-99 | .875 |
| 39 | Nov 27 | vs Charlotte | W | 106-89 | .864 |
| 40 | Nov 23 | vs Portland | W | 103-100 | .765 |
| 41 | Nov 19 | at Detroit | L | 90-101 | .750 |
| 42 | Nov 6 | vs New_York | W | 102-93 | .750 |
| 43 | Nov 5 | at Orlando | W | 104-99 | .875 |
| 44 | Nov 3 | vs New_Jersey | W | 97-90 | .800 |
| 45 | Nov 2 | at New_York | L | 84-92 | .889 |
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