| 1. Round | 27/09/2020 | Juve Stabia | - | SS Monopoli 1966 | 1:2 | ||||
| 5. Round | 18/10/2020 | FC Turris | - | SS Monopoli 1966 | 1:1 |  |
|||
| 7. Round | 25/10/2020 | Cavese | - | SS Monopoli 1966 | 0:1 | ||||
| 8. Round | 01/11/2020 | SS Monopoli 1966 | - | Virtus Francavilla | 1:3 | ||||
| 10. Round | 11/11/2020 | SS Monopoli 1966 | - | Viterbese | 1:1 |  |
 |
||
| 9. Round | 25/11/2020 | Bisceglie | - | SS Monopoli 1966 | 1:1 | ||||
| 13. Round | 29/11/2020 | Palermo FC | - | SS Monopoli 1966 | 3:0 | ||||
| 15. Round | 13/12/2020 | SS Monopoli 1966 | - | Foggia Calcio | 2:3 | |
|||
| 20. Round | 23/01/2021 | SS Monopoli 1966 | - | Juve Stabia | 4:2 | ||||
| 35. Round | 11/04/2021 | SS Monopoli 1966 | - | Paganese Calcio | 3:1 | ||||
| 33. Round | 15/04/2021 | SS Monopoli 1966 | - | Casertana FC | 0:1 | |
|||
| 34. Round | 21/04/2021 | Foggia Calcio | - | SS Monopoli 1966 | 1:0 |
Italy