1. Round | 22/08/1959 | West Ham United | - | Leicester City | 3:0 | ||||
2. Round | 26/08/1959 | Leicester City | - | Leeds United | 3:2 | ||||
3. Round | 29/08/1959 | Leicester City | - | Chelsea FC | 3:1 | ||||
4. Round | 02/09/1959 | Leeds United | - | Leicester City | 1:1 | ||||
5. Round | 05/09/1959 | West Bromwich Albion | - | Leicester City | 5:0 | ||||
8. Round | 14/09/1959 | Blackpool FC | - | Leicester City | 3:3 | ||||
9. Round | 19/09/1959 | Birmingham City | - | Leicester City | 3:4 | ||||
10. Round | 26/09/1959 | Leicester City | - | Tottenham Hotspur | 1:1 | ||||
11. Round | 03/10/1959 | Manchester United | - | Leicester City | 4:1 | ||||
12. Round | 10/10/1959 | Leicester City | - | Blackburn Rovers | 2:3 |