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 | ||||
6. Round | 09/09/1959 | Leicester City | - | Blackpool FC | 1:1 | ||||
7. Round | 12/09/1959 | Leicester City | - | Newcastle United | 0:2 | ||||
10. Round | 26/09/1959 | Leicester City | - | Tottenham Hotspur | 1:1 | ||||
15. Round | 31/10/1959 | Everton FC | - | Leicester City | 6:1 |