| 1. Round | 21/08/1965 | Leicester City | - | Liverpool FC | 1:3 | ||||
| 2. Round | 25/08/1965 | Tottenham Hotspur | - | Leicester City | 4:2 |  |
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| 3. Round | 28/08/1965 | Aston Villa | - | Leicester City | 2:2 | ||||
| 8. Round | 14/09/1965 | Leicester City | - | Blackpool FC | 0:3 | ||||
| 38. Round | 12/04/1966 | Leicester City | - | Blackburn Rovers | 2:0 | |
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| 39. Round | 16/04/1966 | Leicester City | - | Newcastle United | 1:2 | |
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| 23. Round | 18/04/1966 | Fulham FC | - | Leicester City | 0:4 | ||||
| 40. Round | 22/04/1966 | West Bromwich Albion | - | Leicester City | 5:1 | ||||
| 41. Round | 30/04/1966 | Leicester City | - | Nottingham Forest | 2:1 | ||||
| 36. Round | 04/05/1966 | Leicester City | - | Everton FC | 3:0 | ||||
| 42. Round | 07/05/1966 | Arsenal FC | - | Leicester City | 1:0 |
Scotland