| 8. Jornada | 06.10.2019 | Reggio Audace FC | - | AS Gubbio | 1:1 |  |
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| 9. Jornada | 13.10.2019 | AS Gubbio | - | Carpi | 1:2 | ||||
| 10. Jornada | 19.10.2019 | FC Südtirol | - | AS Gubbio | 3:0 | ||||
| 12. Jornada | 27.10.2019 | Vis Pesaro | - | AS Gubbio | 0:1 | ||||
| 13. Jornada | 03.11.2019 | AS Gubbio | - | Modena FC | 1:0 | ||||
| 14. Jornada | 10.11.2019 | Piacenza Calcio | - | AS Gubbio | 1:0 | ||||
| 15. Jornada | 17.11.2019 | AS Gubbio | - | Cesena FC | 0:2 | ||||
| 16. Jornada | 24.11.2019 | Ravenna Calcio | - | AS Gubbio | 3:3 | ||||
| 19. Jornada | 15.12.2019 | AS Gubbio | - | Fermana FC | 0:1 | ||||
| 22. Jornada | 19.01.2020 | AS Gubbio | - | Arzignano Valchiampo | 0:1 | ||||
| 25. Jornada | 09.02.2020 | AS Gubbio | - | AC Rimini | 1:1 | ||||
| 26. Jornada | 16.02.2020 | Feralpisalò | - | AS Gubbio | 3:3 |
Italia