| 8. Round | 07/09/1968 | Coventry City | - | Newcastle United | 2:1 | ||||
| 23. Round | 14/12/1968 | Coventry City | - | Arsenal FC | 0:1 | ||||
| 24. Round | 21/12/1968 | Manchester City | - | Coventry City | 4:2 |  |
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| 27. Round | 11/01/1969 | Southampton FC | - | Coventry City | 1:0 | ||||
| 31. Round | 25/02/1969 | Coventry City | - | Queens Park Rangers | 5:0 | ||||
| 26. Round | 04/03/1969 | Coventry City | - | Sunderland AFC | 3:1 | ||||
| 33. Round | 08/03/1969 | Coventry City | - | Sheffield Wednesday | 3:0 | ||||
| 32. Round | 10/03/1969 | Chelsea FC | - | Coventry City | 2:1 | ||||
| 28. Round | 18/03/1969 | Coventry City | - | Stoke City | 1:1 | ||||
| 35. Round | 22/03/1969 | Coventry City | - | Burnley FC | 4:1 | ||||
| 37. Round | 01/04/1969 | Coventry City | - | Leicester City | 1:0 | ||||
| 39. Round | 04/04/1969 | Tottenham Hotspur | - | Coventry City | 2:0 | ||||
| 42. Round | 19/04/1969 | Coventry City | - | Nottingham Forest | 1:1 |
England