| 1. Round | 27/09/2020 | Juve Stabia | - | SS Monopoli 1966 | 1:2 | ||||
| 4. Round | 11/10/2020 | SS Monopoli 1966 | - | SSD Città di Teramo | 0:2 |  |
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| 5. Round | 18/10/2020 | FC Turris | - | SS Monopoli 1966 | 1:1 | ||||
| 6. Round | 21/10/2020 | SS Monopoli 1966 | - | SSC Bari | 0:0 | ||||
| 7. Round | 25/10/2020 | Cavese | - | SS Monopoli 1966 | 0:1 | ||||
| 8. Round | 01/11/2020 | SS Monopoli 1966 | - | Virtus Francavilla | 1:3 | |
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| 10. Round | 11/11/2020 | SS Monopoli 1966 | - | Viterbese | 1:1 |
Spain