| 1. Round | 22/08/1959 | Manchester City | - | Nottingham Forest | 2:1 | ||||
| 2. Round | 26/08/1959 | Nottingham Forest | - | Arsenal FC | 0:3 | ||||
| 5. Round | 05/09/1959 | Blackpool FC | - | Nottingham Forest | 0:1 | ||||
| 6. Round | 09/09/1959 | Nottingham Forest | - | Sheffield Wednesday | 2:1 | ||||
| 7. Round | 12/09/1959 | Nottingham Forest | - | Everton FC | 1:1 | ||||
| 10. Round | 26/09/1959 | Nottingham Forest | - | Bolton Wanderers | 2:0 | ||||
| 11. Round | 03/10/1959 | Fulham FC | - | Nottingham Forest | 3:1 | ||||
| 12. Round | 10/10/1959 | Newcastle United | - | Nottingham Forest | 2:1 | ||||
| 13. Round | 17/10/1959 | Nottingham Forest | - | Birmingham City | 0:2 | ||||
| 14. Round | 24/10/1959 | Tottenham Hotspur | - | Nottingham Forest | 2:1 | ||||
| 15. Round | 31/10/1959 | Nottingham Forest | - | Chelsea FC | 3:1 | ||||
| 16. Round | 07/11/1959 | Preston North End | - | Nottingham Forest | 1:0 | ||||
| 17. Round | 14/11/1959 | Nottingham Forest | - | Leicester City | 1:0 | ||||
| 18. Round | 21/11/1959 | Burnley FC | - | Nottingham Forest | 8:0 |
England