| 1. Round | 29/08/1936 | Birmingham FC | - | Portsmouth FC | 2:1 | ||||
| 2. Round | 02/09/1936 | Portsmouth FC | - | Liverpool FC | 6:2 | ||||
| 3. Round | 05/09/1936 | Portsmouth FC | - | Middlesbrough FC | 2:1 | ||||
| 4. Round | 09/09/1936 | Liverpool FC | - | Portsmouth FC | 0:0 | ||||
| 5. Round | 12/09/1936 | West Bromwich Albion | - | Portsmouth FC | 3:1 | ||||
| 6. Round | 16/09/1936 | Portsmouth FC | - | Leeds United | 3:0 | ||||
| 7. Round | 19/09/1936 | Portsmouth FC | - | Manchester City | 2:1 | ||||
| 8. Round | 26/09/1936 | Sheffield Wednesday | - | Portsmouth FC | 0:0 | ||||
| 9. Round | 03/10/1936 | Chelsea FC | - | Portsmouth FC | 1:1 | ||||
| 13. Round | 31/10/1936 | Portsmouth FC | - | Wolverhampton Wanderers | 1:1 | ||||
| 14. Round | 07/11/1936 | Sunderland AFC | - | Portsmouth FC | 3:2 | ||||
| 15. Round | 14/11/1936 | Portsmouth FC | - | Huddersfield Town | 1:0 | ||||
| 16. Round | 21/11/1936 | Everton FC | - | Portsmouth FC | 4:0 | ||||
| 17. Round | 28/11/1936 | Portsmouth FC | - | Bolton Wanderers | 1:1 | ||||
| 18. Round | 05/12/1936 | Brentford FC | - | Portsmouth FC | 4:0 | ||||
| 19. Round | 12/12/1936 | Portsmouth FC | - | Arsenal FC | 1:5 | ||||
| 25. Round | 09/01/1937 | Portsmouth FC | - | West Bromwich Albion | 5:3 |
England