| 1. Jornada | 27.08.1938 | Arsenal | - | Portsmouth FC | 2:0 | ||||
| 4. Jornada | 31.08.1938 | Portsmouth FC | - | Blackpool FC | 1:0 | ||||
| 3. Jornada | 03.09.1938 | Portsmouth FC | - | Bolton Wanderers | 2:1 |  |
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| 2. Jornada | 06.09.1938 | Grimsby Town | - | Portsmouth FC | 2:1 | ||||
| 5. Jornada | 10.09.1938 | Portsmouth FC | - | Huddersfield Town | 4:0 | |
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| 6. Jornada | 17.09.1938 | Everton | - | Portsmouth FC | 5:1 | ||||
| 7. Jornada | 24.09.1938 | Portsmouth FC | - | Wolverhampton Wanderers | 1:0 | ||||
| 8. Jornada | 01.10.1938 | Aston Villa | - | Portsmouth FC | 2:0 | ||||
| 9. Jornada | 08.10.1938 | Portsmouth FC | - | Sunderland | 2:1 | ||||
| 10. Jornada | 15.10.1938 | Preston North End | - | Portsmouth FC | 2:2 | |
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| 11. Jornada | 22.10.1938 | Portsmouth FC | - | Charlton Athletic | 0:2 | ||||
| 12. Jornada | 29.10.1938 | Leeds United | - | Portsmouth FC | 2:2 | |
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| 15. Jornada | 19.11.1938 | Portsmouth FC | - | Middlesbrough | 1:1 | |
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| 16. Jornada | 26.11.1938 | Birmingham FC | - | Portsmouth FC | 2:0 | ||||
| 17. Jornada | 03.12.1938 | Portsmouth FC | - | Manchester United | 0:0 | ||||
| 27. Jornada | 04.02.1939 | Portsmouth FC | - | Aston Villa | 0:0 |
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