| month | day | visitor | score | home | score |
|---|
| November | 2, 1988 | Nets | | Cavaliers | |
| November | 3, 1988 | Cavaliers | | Pacers | |
| November | 5, 1988 | Mavericks | | Cavaliers | |
| November | 6, 1988 | Cavaliers | | Hawks | |
| November | 7, 1988 | Cavaliers | | 76ers | |
| November | 11, 1988 | Hornets | | Cavaliers | |
| November | 12, 1988 | Lakers | | Cavaliers | |
| November | 14, 1988 | Heat | | Cavaliers | |
| November | 16, 1988 | Nuggets | | Cavaliers | |
| November | 19, 1988 | Cavaliers | | Sonics | |
| November | 23, 1988 | Blazers | | Cavaliers | |
| November | 25, 1988 | Hawks | | Cavaliers | |
| November | 26, 1988 | Cavaliers | | Pacers | |
| November | 27, 1988 | Bucks | | Cavaliers | |
| November | 29, 1988 | Cavaliers | | Knicks | |
| November | 30, 1988 | Bulls | | Cavaliers | |
| December | 1, 1988 | Knicks | | Cavaliers | |
| December | 2, 1988 | Celtics | | Cavaliers | |
| December | 3, 1988 | Cavaliers | | Bulls | |
| December | 4, 1988 | Cavaliers | | Bucks | |
| December | 8, 1988 | Cavaliers | | Spurs | |
| December | 9, 1988 | Cavaliers | | Nets | |
| December | 10, 1988 | Jazz | | Cavaliers | |
| December | 11, 1988 | Cavaliers | | Celtics | |
| December | 12, 1988 | Cavaliers | | Nets | |
| December | 13, 1988 | Cavaliers | | Pistons | |
| December | 17, 1988 | Pacers | | Cavaliers | |
| December | 25, 1988 | Cavaliers | | Bucks | |
| December | 26, 1988 | Pistons | | Cavaliers | |
| December | 30, 1988 | Cavaliers | | Kings | |
| January | 1, 1989 | Cavaliers | | Clippers | |
| January | 2, 1989 | Cavaliers | | Nuggets | |
| January | 4, 1989 | Bucks | | Cavaliers | |
| January | 7, 1989 | Cavaliers | | Pistons | |
| January | 8, 1989 | Cavaliers | | Rockets | |
| January | 10, 1989 | Bulls | | Cavaliers | |
| January | 21, 1989 | Cavaliers | | Celtics | |
| January | 22, 1989 | Clippers | | Cavaliers | |
| January | 24, 1989 | Cavaliers | | Warriors | |
| January | 25, 1989 | Hornets | | Cavaliers | |
| January | 30, 1989 | Knicks | | Cavaliers | |
| February | 1, 1989 | Suns | | Cavaliers | |
| February | 2, 1989 | Bullets | | Cavaliers | |
| February | 4, 1989 | Cavaliers | | 76ers | |
| February | 14, 1989 | Cavaliers | | Bulls | |
| February | 15, 1989 | Celtics | | Cavaliers | |
| February | 16, 1989 | Bucks | | Cavaliers | |
| February | 17, 1989 | Bulls | | Cavaliers | |
| February | 19, 1989 | Cavaliers | | Pistons | |
| February | 20, 1989 | Cavaliers | | Bullets | |
| February | 25, 1989 | Cavaliers | | Celtics | |
| February | 28, 1989 | Bulls | | Cavaliers | |
| March | 4, 1989 | Cavaliers | | Lakers | |
| March | 5, 1989 | Cavaliers | | Knicks | |
| March | 6, 1989 | Hawks | | Cavaliers | |
| March | 7, 1989 | Sonics | | Cavaliers | |
| March | 8, 1989 | Cavaliers | | Blazers | |
| March | 9, 1989 | Cavaliers | | Jazz | |
| March | 10, 1989 | Cavaliers | | Heat | |
| March | 12, 1989 | Pacers | | Cavaliers | |
| March | 14, 1989 | 76ers | | Cavaliers | |
| March | 15, 1989 | Cavaliers | | Bullets | |
| March | 19, 1989 | Cavaliers | | Hornets | |
| March | 21, 1989 | Spurs | | Cavaliers | |
| March | 23, 1989 | Cavaliers | | Pacers | |
| March | 24, 1989 | Kings | | Cavaliers | |
| March | 25, 1989 | Cavaliers | | Mavericks | |
| March | 27, 1989 | Bullets | | Cavaliers | |
| March | 31, 1989 | Cavaliers | | Suns | |
| April | 2, 1989 | 76ers | | Cavaliers | |
| April | 3, 1989 | Cavaliers | | Nets | |
| April | 7, 1989 | Nets | | Cavaliers | |
| April | 9, 1989 | Hornets | | Cavaliers | |
| April | 13, 1989 | Cavaliers | | Hawks | |
| April | 15, 1989 | Pistons | | Cavaliers | |
| April | 17, 1989 | Warriors | | Cavaliers | |
| April | 18, 1989 | Bucks | | Cavaliers | |
| April | 22, 1989 | Rockets | | Cavaliers | |
| April | 23, 1989 | Cavaliers | | Knicks | |
| April | 24, 1989 | Cavaliers | | Bullets | |
| April | 25, 1989 | Cavaliers | | Hawks | |
| April | 27, 1989 | Pistons | | Cavaliers | |