| 1. Journée | 03.08.2019 | Shrewsbury Town | - | Portsmouth FC | 1:0 |  |
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| 3. Journée | 17.08.2019 | Sunderland AFC | - | Portsmouth FC | 2:1 | ||||
| 4. Journée | 20.08.2019 | Portsmouth FC | - | Coventry City | 3:3 | ||||
| 6. Journée | 31.08.2019 | Blackpool FC | - | Portsmouth FC | 1:1 |  |
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| 9. Journée | 17.09.2019 | Portsmouth FC | - | Burton Albion | 2:2 | ||||
| 15. Journée | 22.10.2019 | Portsmouth FC | - | Lincoln City | 1:0 | ||||
| 16. Journée | 26.10.2019 | Bristol Rovers | - | Portsmouth FC | 2:2 | |
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| 17. Journée | 02.11.2019 | Portsmouth FC | - | Oxford United | 1:1 | |
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| 7. Journée | 05.11.2019 | Portsmouth FC | - | Southend United | 4:1 | ||||
| 20. Journée | 07.12.2019 | Portsmouth FC | - | Peterborough United | 2:2 | ||||
| 21. Journée | 14.12.2019 | Accrington Stanley | - | Portsmouth FC | 4:1 | |
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| 22. Journée | 21.12.2019 | Portsmouth FC | - | Ipswich Town | 1:0 | ||||
| 34. Journée | 15.02.2020 | Portsmouth FC | - | Shrewsbury Town | 2:0 | ||||
| 35. Journée | 22.02.2020 | Fleetwood Town | - | Portsmouth FC | 1:0 | ||||
| 29. Journée | 25.02.2020 | Portsmouth FC | - | Milton Keynes Dons | 3:1 | ||||
| 37. Journée | 07.03.2020 | Peterborough United | - | Portsmouth FC | 2:0 | ||||
| 18. Journée | 10.03.2020 | Portsmouth FC | - | Fleetwood Town | 2:2 |
Écosse