| month | day | visitor | score | home | score |
|---|
| November | 2, 1988 | 76ers | 99 | Cavaliers | 94 |
| November | 4, 1988 | Knicks | 108 | Cavaliers | 91 |
| November | 5, 1988 | Cavaliers | 103 | Heat | 102 |
| November | 10, 1988 | Bucks | 100 | Cavaliers | 91 |
| November | 13, 1988 | Clippers | 102 | Cavaliers | 100 |
| November | 16, 1988 | Cavaliers | 86 | 76ers | 90 |
| November | 19, 1988 | Cavaliers | 77 | Rockets | 86 |
| November | 22, 1988 | Cavaliers | 68 | Heat | 106 |
| November | 29, 1988 | Pacers | 118 | Cavaliers | 115 |
| November | 30, 1988 | Cavaliers | 95 | Celtics | 116 |
| December | 1, 1988 | Hornets | 73 | Cavaliers | 72 |
| December | 2, 1988 | Cavaliers | 87 | Sonics | 102 |
| December | 7, 1988 | Heat | 99 | Cavaliers | 93 |
| December | 8, 1988 | Heat | 94 | Cavaliers | 89 |
| December | 9, 1988 | Knicks | 105 | Cavaliers | 122 |
| December | 11, 1988 | Bulls | 88 | Cavaliers | 91 |
| December | 13, 1988 | Cavaliers | 85 | Heat | 112 |
| December | 14, 1988 | Suns | 109 | Cavaliers | 86 |
| December | 16, 1988 | Bucks | 99 | Cavaliers | 135 |
| December | 25, 1988 | Cavaliers | 109 | Bulls | 118 |
| December | 30, 1988 | Cavaliers | 121 | Bullets | 104 |
| January | 3, 1989 | Bulls | 107 | Cavaliers | 83 |
| January | 5, 1989 | Spurs | 103 | Cavaliers | 92 |
| January | 7, 1989 | Magic | 93 | Cavaliers | 95 |
| January | 8, 1989 | Cavaliers | 99 | Jazz | 105 |
| January | 11, 1989 | Jazz | 115 | Cavaliers | 85 |
| January | 14, 1989 | Heat | 97 | Cavaliers | 96 |
| January | 15, 1989 | Cavaliers | 81 | Hornets | 98 |
| January | 16, 1989 | Celtics | 101 | Cavaliers | 110 |
| January | 17, 1989 | Cavaliers | 105 | Pistons | 122 |
| January | 18, 1989 | Cavaliers | 101 | Knicks | 115 |
| January | 22, 1989 | Cavaliers | 77 | 76ers | 105 |
| January | 25, 1989 | Warriors | 102 | Cavaliers | 111 |
| January | 26, 1989 | Cavaliers | 105 | Pacers | 103 |
| January | 27, 1989 | Bucks | 110 | Cavaliers | 84 |
| February | 2, 1989 | Cavaliers | | Magic | |
| February | 4, 1989 | Cavaliers | | Suns | |
| February | 6, 1989 | Hornets | | Cavaliers | |
| February | 7, 1989 | Pistons | | Cavaliers | |
| February | 10, 1989 | Cavaliers | | Celtics | |
| February | 14, 1989 | Bulls | | Cavaliers | |
| February | 16, 1989 | Pistons | | Cavaliers | |
| February | 17, 1989 | Cavaliers | | Blazers | |
| February | 20, 1989 | Rockets | | Cavaliers | |
| February | 21, 1989 | Lakers | | Cavaliers | |
| February | 23, 1989 | Cavaliers | | 76ers | |
| February | 25, 1989 | Cavaliers | | Warriors | |
| February | 27, 1989 | Cavaliers | | Knicks | |
| February | 28, 1989 | Pacers | | Cavaliers | |
| March | 1, 1989 | Sonics | | Cavaliers | |
| March | 3, 1989 | Cavaliers | | Spurs | |
| March | 4, 1989 | Celtics | | Cavaliers | |
| March | 7, 1989 | Cavaliers | | Lakers | |
| March | 8, 1989 | Pacers | | Cavaliers | |
| March | 10, 1989 | Cavaliers | | Pistons | |
| March | 13, 1989 | Kings | | Cavaliers | |
| March | 14, 1989 | Cavaliers | | Bucks | |
| March | 16, 1989 | Cavaliers | | Clippers | |
| March | 17, 1989 | Blazers | | Cavaliers | |
| March | 18, 1989 | Cavaliers | | Pacers | |
| March | 22, 1989 | Cavaliers | | Celtics | |
| March | 24, 1989 | Magic | | Cavaliers | |
| March | 25, 1989 | Magic | | Cavaliers | |
| March | 29, 1989 | Cavaliers | | Knicks | |
| March | 30, 1989 | Cavaliers | | Bulls | |
| April | 1, 1989 | Bulls | | Cavaliers | |
| April | 4, 1989 | Cavaliers | | Bucks | |
| April | 5, 1989 | Cavaliers | | Hornets | |
| April | 6, 1989 | Cavaliers | | Bucks | |
| April | 7, 1989 | Cavaliers | | Bulls | |
| April | 9, 1989 | Cavaliers | | Celtics | |
| April | 12, 1989 | Hornets | | Cavaliers | |
| April | 17, 1989 | Cavaliers | | Pacers | |
| April | 19, 1989 | 76ers | | Cavaliers | |
| April | 20, 1989 | Cavaliers | | Kings | |
| April | 22, 1989 | Cavaliers | | Magic | |
| April | 24, 1989 | Cavaliers | | Pistons | |
| April | 25, 1989 | Bucks | | Cavaliers | |
| April | 27, 1989 | Pistons | | Cavaliers | |
| May | 2, 1989 | Cavaliers | | 76ers | |
| May | 3, 1989 | Knicks | | Cavaliers | |
| May | 4, 1989 | Bullets | | Cavaliers | |