1. Round | 09/08/1969 | Wolverhampton Wanderers | - | Stoke City | 3:1 | ||||
2. Round | 13/08/1969 | Wolverhampton Wanderers | - | Southampton FC | 2:1 | ||||
3. Round | 16/08/1969 | Sheffield Wednesday | - | Wolverhampton Wanderers | 2:3 | ||||
4. Round | 20/08/1969 | Southampton FC | - | Wolverhampton Wanderers | 2:3 | ||||
5. Round | 23/08/1969 | Wolverhampton Wanderers | - | Manchester United | 0:0 | ||||
6. Round | 27/08/1969 | Wolverhampton Wanderers | - | Derby County | 1:1 | ||||
7. Round | 30/08/1969 | Coventry City | - | Wolverhampton Wanderers | 1:0 | ||||
8. Round | 06/09/1969 | Wolverhampton Wanderers | - | Nottingham Forest | 3:3 |