| 2. Round | 31/08/2019 | Benevento Calcio | - | AS Cittadella | 4:1 | ||||
| 3. Round | 14/09/2019 | AS Cittadella | - | Trapani Calcio | 2:0 | ||||
| 4. Round | 21/09/2019 | Empoli FC | - | AS Cittadella | 1:0 | ||||
| 6. Round | 28/09/2019 | Juve Stabia | - | AS Cittadella | 0:1 |  |
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| 10. Round | 29/10/2019 | AS Cittadella | - | AS Livorno | 1:0 | ||||
| 15. Round | 07/12/2019 | AS Cittadella | - | US Salernitana 1919 | 4:3 | ||||
| 17. Round | 21/12/2019 | AS Cittadella | - | Chievo Verona | 1:1 | |
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| 19. Round | 29/12/2019 | AS Cittadella | - | Virtus Entella | 1:3 | ||||
| 22. Round | 01/02/2020 | Trapani Calcio | - | AS Cittadella | 0:3 | ||||
| 27. Round | 03/03/2020 | Cosenza Calcio | - | AS Cittadella | 1:2 | ||||
| 28. Round | 07/03/2020 | AS Cittadella | - | Pordenone Calcio | 0:2 | ||||
| 29. Round | 20/06/2020 | AS Livorno | - | AS Cittadella | 0:2 | ||||
| 30. Round | 26/06/2020 | Frosinone Calcio | - | AS Cittadella | 0:2 | |
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| 31. Round | 29/06/2020 | AS Cittadella | - | AC Perugia Calcio | 2:0 | ||||
| 32. Round | 03/07/2020 | AC Pisa | - | AS Cittadella | 2:0 | ||||
| 34. Round | 13/07/2020 | US Salernitana 1919 | - | AS Cittadella | 4:1 | ||||
| 37. Round | 27/07/2020 | AS Cittadella | - | Venezia FC | 1:0 | ||||
| 38. Round | 31/07/2020 | Virtus Entella | - | AS Cittadella | 2:3 |
Italy