| 1. Round | 25/08/1928 | Portsmouth FC | - | Huddersfield Town | 1:0 | ||||
| 3. Round | 01/09/1928 | Everton FC | - | Portsmouth FC | 4:0 | ||||
| 4. Round | 05/09/1928 | Portsmouth FC | - | Manchester City | 1:0 | ||||
| 5. Round | 08/09/1928 | Portsmouth FC | - | Arsenal FC | 2:0 | ||||
| 6. Round | 15/09/1928 | Blackburn Rovers | - | Portsmouth FC | 4:0 | ||||
| 7. Round | 22/09/1928 | Portsmouth FC | - | Sunderland AFC | 4:0 | ||||
| 8. Round | 29/09/1928 | Derby County | - | Portsmouth FC | 1:0 | ||||
| 2. Round | 01/10/1928 | Manchester City | - | Portsmouth FC | 2:1 | ||||
| 9. Round | 06/10/1928 | Portsmouth FC | - | The Wednesday FC | 3:2 | ||||
| 10. Round | 13/10/1928 | Bolton Wanderers | - | Portsmouth FC | 4:2 | ||||
| 11. Round | 20/10/1928 | Leicester City | - | Portsmouth FC | 10:0 | ||||
| 13. Round | 03/11/1928 | Leeds United | - | Portsmouth FC | 3:2 | ||||
| 36. Round | 30/03/1929 | Portsmouth FC | - | West Ham United | 3:0 | ||||
| 37. Round | 01/04/1929 | Birmingham FC | - | Portsmouth FC | 1:0 | ||||
| 38. Round | 06/04/1929 | Newcastle United | - | Portsmouth FC | 0:1 | ||||
| 39. Round | 13/04/1929 | Portsmouth FC | - | Burnley FC | 3:1 | ||||
| 40. Round | 20/04/1929 | Cardiff City | - | Portsmouth FC | 1:1 |
England