| 1. Round | 28/08/2021 | SS Monopoli 1966 | - | Calcio Catania | annull. | ||||
| 2. Round | 05/09/2021 | FC Turris | - | SS Monopoli 1966 | 1:2 | ||||
| 3. Round | 12/09/2021 | SS Monopoli 1966 | - | ACR Messina | 2:1 | ||||
| 5. Round | 26/09/2021 | Virtus Francavilla | - | SS Monopoli 1966 | 3:1 | ||||
| 7. Round | 03/10/2021 | SSC Bari | - | SS Monopoli 1966 | 1:0 | ||||
| 8. Round | 10/10/2021 | SS Monopoli 1966 | - | Campobasso | 1:2 | ||||
| 9. Round | 17/10/2021 | Foggia Calcio | - | SS Monopoli 1966 | 1:0 | ||||
| 11. Round | 24/10/2021 | US Catanzaro | - | SS Monopoli 1966 | 1:2 | ||||
| 13. Round | 06/11/2021 | Vibonese Calcio | - | SS Monopoli 1966 | 1:1 | ||||
| 14. Round | 14/11/2021 | SS Monopoli 1966 | - | Taranto FC | 2:0 |
Italy