| 4. Round | 20/08/1968 | Ipswich Town | - | Leeds United | 2:3 | ||||
| 7. Round | 31/08/1968 | Manchester City | - | Ipswich Town | 1:1 | ||||
| 10. Round | 21/09/1968 | Southampton FC | - | Ipswich Town | 2:2 | ||||
| 11. Round | 28/09/1968 | Ipswich Town | - | Stoke City | 3:1 | ||||
| 12. Round | 05/10/1968 | Chelsea FC | - | Ipswich Town | 3:1 | ||||
| 13. Round | 08/10/1968 | Queens Park Rangers | - | Ipswich Town | 2:1 | ||||
| 14. Round | 12/10/1968 | Ipswich Town | - | Newcastle United | 1:4 | ||||
| 15. Round | 19/10/1968 | Nottingham Forest | - | Ipswich Town | 1:2 | ||||
| 16. Round | 26/10/1968 | Ipswich Town | - | Tottenham Hotspur | 0:1 |
England