| 1. Jornada | 03.08.2019 | Shrewsbury Town | - | Portsmouth FC | 1:0 |  |
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| 2. Jornada | 10.08.2019 | Portsmouth FC | - | Tranmere Rovers | 2:0 | ||||
| 4. Jornada | 20.08.2019 | Portsmouth FC | - | Coventry City | 3:3 | ||||
| 9. Jornada | 17.09.2019 | Portsmouth FC | - | Burton Albion | 2:2 |  |
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| 10. Jornada | 21.09.2019 | Wycombe Wanderers | - | Portsmouth FC | 1:0 | |
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| 11. Jornada | 28.09.2019 | Portsmouth FC | - | Bolton Wanderers | 1:0 | |
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| 12. Jornada | 05.10.2019 | Doncaster Rovers | - | Portsmouth FC | 1:2 | ||||
| 13. Jornada | 12.10.2019 | Portsmouth FC | - | Gillingham FC | 0:0 | ||||
| 19. Jornada | 23.11.2019 | Rochdale AFC | - | Portsmouth FC | 0:3 | ||||
| 21. Jornada | 14.12.2019 | Accrington Stanley | - | Portsmouth FC | 4:1 | ||||
| 24. Jornada | 29.12.2019 | Milton Keynes Dons | - | Portsmouth FC | 3:1 |
Inglaterra