| 1. Round | 27/09/2020 | US Triestina | - | Matelica | 0:1 | ||||
| 2. Round | 03/10/2020 | Matelica | - | Feralpisalò | 3:1 | ||||
| 3. Round | 07/10/2020 | Matelica | - | FC Südtirol | 1:1 | ||||
| 4. Round | 11/10/2020 | Vis Pesaro | - | Matelica | 2:1 |  |
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| 5. Round | 17/10/2020 | Matelica | - | Modena FC | 2:1 | ||||
| 6. Round | 21/10/2020 | Mantova 1911 SSD | - | Matelica | 5:2 | |
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| 7. Round | 25/10/2020 | Matelica | - | US Arezzo | 2:2 |  |
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| 8. Round | 01/11/2020 | Virtus Verona | - | Matelica | 1:0 | ||||
| 9. Round | 07/11/2020 | Matelica | - | Ravenna Calcio | 3:2 | ||||
| 10. Round | 11/11/2020 | FC Legnago Salus | - | Matelica | 1:2 | |
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| 11. Round | 15/11/2020 | Calcio Padova | - | Matelica | 3:0 | ||||
| 12. Round | 22/11/2020 | Matelica | - | Cesena FC | 2:2 | |
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| 13. Round | 29/11/2020 | Fermana FC | - | Matelica | 1:1 |  |
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| 15. Round | 13/12/2020 | Sambenedettese | - | Matelica | 2:3 | ||||
| 17. Round | 23/12/2020 | Alma Juventus Fano | - | Matelica | 1:2 | ||||
| 18. Round | 10/01/2021 | Matelica | - | AC Perugia Calcio | 1:3 | ||||
| 19. Round | 16/01/2021 | Imolese Calcio | - | Matelica | 2:0 | |
Italy