| 1. Spieltag | 25.08.2019 | US Triestina | - | AS Gubbio | 2:1 | ||||
| 2. Spieltag | 01.09.2019 | AS Gubbio | - | Virtus Verona | 2:2 | ||||
| 3. Spieltag | 08.09.2019 | Arzignano Valchiampo | - | AS Gubbio | 1:1 |  |
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| 4. Spieltag | 14.09.2019 | AS Gubbio | - | Alma Juventus Fano | 1:1 | |
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| 5. Spieltag | 22.09.2019 | AS Gubbio | - | L.R. Vicenza Virtus | 0:3 | ||||
| 6. Spieltag | 25.09.2019 | AC Rimini | - | AS Gubbio | 1:1 | |
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| 7. Spieltag | 29.09.2019 | AS Gubbio | - | Feralpisalò | 0:0 | ||||
| 8. Spieltag | 06.10.2019 | Reggio Audace FC | - | AS Gubbio | 1:1 | ||||
| 9. Spieltag | 13.10.2019 | AS Gubbio | - | Carpi FC | 1:2 | |
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| 10. Spieltag | 19.10.2019 | FC Südtirol | - | AS Gubbio | 3:0 | ||||
| 11. Spieltag | 23.10.2019 | AS Gubbio | - | Imolese Calcio | 1:1 | |
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| 14. Spieltag | 10.11.2019 | Piacenza Calcio | - | AS Gubbio | 1:0 | ||||
| 15. Spieltag | 17.11.2019 | AS Gubbio | - | Cesena FC | 0:2 |  |
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| 17. Spieltag | 01.12.2019 | AS Gubbio | - | Calcio Padova | 0:0 | ||||
| 18. Spieltag | 09.12.2019 | Sambenedettese | - | AS Gubbio | 2:0 | ||||
| 19. Spieltag | 15.12.2019 | AS Gubbio | - | Fermana FC | 0:1 | |
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