| Orlando Magic Out-Of-Paint Rankings 1999-2000 | Stats Glossary  |
| Games with 16 or more Free-throws Attempts | Orlando Magic Record : 22 - 15 |
| No | Date | Game | Score | Free-throws Attempts |
| 1 | Apr 19 | vs Toronto | W | 106-100 | 24 |
| 2 | Apr 17 | vs Milwaukee | L | 83-85 | 17 |
| 3 | Apr 16 | at Miami | L | 84-95 | 21 |
| 4 | Apr 14 | at New_Jersey | W | 96-88 | 18 |
| 5 | Apr 12 | at Boston | L | 91-95 | 20 |
| 6 | Apr 10 | at Milwaukee | L | 87-104 | 26 |
| 7 | Apr 7 | vs New_York | L | 89-96 | 18 |
| 8 | Mar 28 | vs Boston | W | 122-87 | 22 |
| 9 | Mar 26 | vs Miami | W | 94-69 | 17 |
| 10 | Mar 22 | vs Atlanta | W | 103-90 | 24 |
| 11 | Mar 20 | at Chicago | W | 88-86 | 23 |
| 12 | Mar 15 | at Detroit | L | 91-113 | 18 |
| 13 | Mar 14 | vs Washington | W | 107-98 | 22 |
| 14 | Mar 11 | vs Denver | W | 110-107 | 30 |
| 15 | Mar 2 | vs Charlotte | W | 104-96 | 21 |
| 16 | Feb 25 | at Utah | L | 88-96 | 20 |
| 17 | Feb 22 | at Seattle | L | 91-127 | 16 |
| 18 | Feb 7 | vs Golden_State | W | 120-100 | 16 |
| 19 | Feb 5 | vs Indiana | W | 107-102 | 25 |
| 20 | Feb 1 | at New_York | W | 98-77 | 17 |
| 21 | Jan 29 | vs Atlanta | W | 103-87 | 30 |
| 22 | Jan 26 | vs Boston | W | 111-89 | 26 |
| 23 | Jan 23 | at L.A.Clippers | W | 102-89 | 16 |
| 24 | Jan 14 | at Philadelphia | L | 100-102 | 16 |
| 25 | Jan 12 | at Toronto | L | 102-108 | 16 |
| 26 | Jan 5 | vs Vancouver | W | 116-96 | 16 |
| 27 | Jan 3 | vs Detroit | L | 106-118 | 19 |
| 28 | Jan 2 | at Miami | L | 103-111 | 19 |
| 29 | Dec 20 | vs Utah | W | 104-102 | 27 |
| 30 | Dec 17 | vs Toronto | W | 112-98 | 24 |
| 31 | Dec 15 | vs Milwaukee | L | 99-116 | 27 |
| 32 | Dec 5 | at L.A.Lakers | L | 100-117 | 27 |
| 33 | Dec 3 | at Denver | W | 112-100 | 17 |
| 34 | Nov 28 | at Detroit | W | 108-99 | 19 |
| 35 | Nov 19 | vs Charlotte | L | 92-103 | 20 |
| 36 | Nov 8 | at Houston | W | 102-97 | 17 |
| 37 | Nov 6 | at Washington | W | 107-104 | 28 |
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