| month | day | visitor | score | home | score |
| November | 2, 1999 | Raptors | 114 | Celtics | 109 |
| November | 7, 1999 | Clippers | 102 | Celtics | 98 |
| November | 11, 1999 | Celtics | 95 | Bucks | 103 |
| November | 15, 1999 | Cavaliers | 77 | Celtics | 117 |
| November | 16, 1999 | Celtics | 81 | Bullets | 93 |
| November | 17, 1999 | Spurs | 80 | Celtics | 101 |
| November | 18, 1999 | Celtics | 130 | Clippers | 120 |
| November | 22, 1999 | Nets | 84 | Celtics | 113 |
| November | 23, 1999 | Blazers | 97 | Celtics | 107 |
| November | 24, 1999 | Celtics | 109 | Knicks | 123 |
| November | 26, 1999 | Celtics | 106 | Lakers | 102 |
| November | 30, 1999 | Celtics | 101 | Blazers | 116 |
| December | 5, 1999 | Celtics | 109 | Nets | 96 |
| December | 6, 1999 | Raptors | 116 | Celtics | 128 |
| December | 8, 1999 | Pacers | 107 | Celtics | 104 |
| December | 9, 1999 | 76ers | 90 | Celtics | 114 |
| December | 10, 1999 | Mavericks | 90 | Celtics | 122 |
| December | 11, 1999 | Celtics | 92 | Knicks | 112 |
| December | 15, 1999 | Celtics | 115 | 76ers | 126 |
| December | 16, 1999 | Bullets | 75 | Celtics | 93 |
| December | 18, 1999 | Celtics | 105 | Magic | 102 |
| December | 20, 1999 | Magic | 96 | Celtics | 114 |
| December | 21, 1999 | Nuggets | 84 | Celtics | 116 |
| December | 25, 1999 | Celtics | 102 | Pacers | 100 |
| December | 27, 1999 | Celtics | 103 | Rockets | 100 |
| December | 28, 1999 | Celtics | 104 | Magic | 116 |
| December | 30, 1999 | Celtics | 89 | Heat | 88 |
| January | 1, 2000 | Grizzlies | 104 | Celtics | 108 |
| January | 4, 2000 | Celtics | 96 | Hornets | 116 |
| January | 5, 2000 | Knicks | 97 | Celtics | 108 |
| January | 8, 2000 | Celtics | 82 | Mavericks | 114 |
| January | 13, 2000 | Celtics | 85 | Kings | 115 |
| January | 17, 2000 | Knicks | 92 | Celtics | 102 |
| January | 18, 2000 | Celtics | 117 | Suns | 130 |
| January | 20, 2000 | Celtics | 98 | Bullets | 86 |
| January | 21, 2000 | 76ers | 94 | Celtics | 105 |
| January | 22, 2000 | Celtics | 86 | Nets | 88 |
| January | 23, 2000 | 76ers | 89 | Celtics | 103 |
| January | 25, 2000 | Celtics | 115 | Grizzlies | 102 |
| January | 26, 2000 | Heat | 92 | Celtics | 86 |
| January | 27, 2000 | Celtics | 120 | Warriors | 118 |
| January | 28, 2000 | Celtics | 130 | Pistons | 100 |
| February | 1, 2000 | Lakers | 115 | Celtics | 95 |
| February | 4, 2000 | Celtics | 99 | Wolves | 113 |
| February | 9, 2000 | Hornets | 95 | Celtics | 115 |
| February | 10, 2000 | Celtics | 123 | Bulls | 103 |
| February | 12, 2000 | Celtics | 93 | 76ers | 73 |
| February | 13, 2000 | Celtics | 118 | Bulls | 106 |
| February | 15, 2000 | Celtics | 107 | Sonics | 116 |
| February | 19, 2000 | Bulls | 97 | Celtics | 108 |
| February | 20, 2000 | Celtics | 70 | Heat | 86 |
| February | 21, 2000 | Hornets | 110 | Celtics | 130 |
| February | 26, 2000 | Celtics | 82 | Heat | 79 |
| February | 27, 2000 | Warriors | 84 | Celtics | 108 |
| February | 28, 2000 | Celtics | 87 | Knicks | 92 |
| March | 2, 2000 | Celtics | 101 | Spurs | 95 |
| March | 3, 2000 | Celtics | 109 | Nuggets | 89 |
| March | 4, 2000 | Jazz | 105 | Celtics | 100 |
| March | 7, 2000 | Magic | 105 | Celtics | 121 |
| March | 8, 2000 | Cavaliers | 95 | Celtics | 99 |
| March | 10, 2000 | Pistons | 91 | Celtics | 101 |
| March | 11, 2000 | Sonics | 111 | Celtics | 108 |
| March | 12, 2000 | Hawks | 101 | Celtics | 128 |
| March | 13, 2000 | Celtics | 98 | Nets | 93 |
| March | 14, 2000 | Celtics | 98 | Bucks | 137 |
| March | 15, 2000 | Nets | 81 | Celtics | 89 |
| March | 18, 2000 | Celtics | 86 | Bullets | 94 |
| March | 21, 2000 | Bucks | 88 | Celtics | 93 |
| March | 23, 2000 | Suns | 125 | Celtics | 127 |
| March | 25, 2000 | Pistons | 99 | Celtics | 104 |
| March | 27, 2000 | Wolves | 117 | Celtics | 119 |
| March | 31, 2000 | Heat | 82 | Celtics | 99 |
| April | 2, 2000 | Celtics | 107 | Raptors | 85 |
| April | 4, 2000 | Celtics | 99 | Hawks | 106 |
| April | 11, 2000 | Hawks | 95 | Celtics | 96 |
| April | 13, 2000 | Celtics | 83 | Cavaliers | 87 |
| April | 15, 2000 | Kings | 75 | Celtics | 84 |
| April | 17, 2000 | Celtics | 105 | Jazz | 106 |
| April | 19, 2000 | Pacers | 106 | Celtics | 110 |
| April | 20, 2000 | Rockets | 65 | Celtics | 86 |
| April | 24, 2000 | Bullets | 83 | Celtics | 96 |
| April | 25, 2000 | Celtics | 105 | Magic | 94 |
| Post | 1, 2000 | Knicks | 83 | Celtics | 98 |
| Post | 2, 2000 | Knicks | 74 | Celtics | 76 |
| Post | 3, 2000 | Celtics | 77 | Knicks | 92 |
| Post | 4, 2000 | Celtics | 89 | Knicks | 83 |
| Post | 5, 2000 | Knicks | | Celtics | |
| Post | 8, 2000 | Magic | 105 | Celtics | 113 |
| Post | 9, 2000 | Magic | 104 | Celtics | 117 |
| Post | 10, 2000 | Celtics | 88 | Magic | 107 |
| Post | 11, 2000 | Celtics | 97 | Magic | 105 |
| Post | 12, 2000 | Magic | 89 | Celtics | 116 |
| Post | 13, 2000 | Celtics | 105 | Magic | 112 |
| Post | 14, 2000 | Magic | 106 | Celtics | 104 |