1. Round | 22/08/1959 | Birmingham City | - | Wolverhampton Wanderers | 0:1 | ||||
2. Round | 26/08/1959 | Wolverhampton Wanderers | - | Sheffield Wednesday | 3:1 | ||||
4. Round | 02/09/1959 | Sheffield Wednesday | - | Wolverhampton Wanderers | 2:2 | ||||
11. Round | 03/10/1959 | Luton Town | - | Wolverhampton Wanderers | 1:5 | ||||
28. Round | 06/02/1960 | Wolverhampton Wanderers | - | Blackpool FC | 1:1 |