1. Round | 10/08/1968 | Ipswich Town | - | Wolverhampton Wanderers | 1:0 | ||||
2. Round | 14/08/1968 | Sunderland AFC | - | Ipswich Town | 3:0 | ||||
4. Round | 20/08/1968 | Ipswich Town | - | Leeds United | 2:3 | ||||
5. Round | 24/08/1968 | Ipswich Town | - | Arsenal FC | 1:2 | ||||
6. Round | 27/08/1968 | Ipswich Town | - | Queens Park Rangers | 3:0 | ||||
7. Round | 31/08/1968 | Manchester City | - | Ipswich Town | 1:1 | ||||
8. Round | 07/09/1968 | Sheffield Wednesday | - | Ipswich Town | 2:1 | ||||
9. Round | 14/09/1968 | Ipswich Town | - | Liverpool FC | 0:2 | ||||
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 | ||||
19. Round | 16/11/1968 | Manchester United | - | Ipswich Town | 0:0 | ||||
27. Round | 11/01/1969 | Ipswich Town | - | Burnley FC | 2:0 | ||||
31. Round | 23/04/1969 | West Bromwich Albion | - | Ipswich Town | 2:2 | ||||
36. Round | 25/04/1969 | Ipswich Town | - | Sheffield Wednesday | 2:0 | ||||
33. Round | 03/05/1969 | Ipswich Town | - | Leicester City | 2:1 |