1. Round | 22/08/1959 | West Bromwich Albion | - | Manchester United | 3:2 | ||||
2. Round | 26/08/1959 | Tottenham Hotspur | - | West Bromwich Albion | 2:2 | ||||
3. Round | 29/08/1959 | Preston North End | - | West Bromwich Albion | 1:1 | ||||
4. Round | 02/09/1959 | West Bromwich Albion | - | Tottenham Hotspur | 1:2 | ||||
5. Round | 05/09/1959 | West Bromwich Albion | - | Leicester City | 5:0 | ||||
8. Round | 16/09/1959 | Newcastle United | - | West Bromwich Albion | 0:0 | ||||
16. Round | 07/11/1959 | West Bromwich Albion | - | Blackpool FC | 2:1 |