1. Round | 31/08/1929 | Portsmouth FC | - | Sheffield Wednesday | 0:4 | ||||
2. Round | 04/09/1929 | Grimsby Town | - | Portsmouth FC | 1:1 | ||||
3. Round | 07/09/1929 | Burnley FC | - | Portsmouth FC | 4:0 | ||||
4. Round | 11/09/1929 | Portsmouth FC | - | Grimsby Town | 1:1 | ||||
5. Round | 14/09/1929 | Portsmouth FC | - | Sunderland AFC | 1:1 | ||||
6. Round | 21/09/1929 | Bolton Wanderers | - | Portsmouth FC | 2:1 | ||||
8. Round | 28/09/1929 | Portsmouth FC | - | Everton FC | 1:4 | ||||
9. Round | 05/10/1929 | Derby County | - | Portsmouth FC | 3:2 | ||||
10. Round | 12/10/1929 | Portsmouth FC | - | Manchester City | 2:2 | ||||
20. Round | 21/12/1929 | Middlesbrough FC | - | Portsmouth FC | 2:0 |