Leicester City beaten in the final.
Prelim Round > Third Round > Fourth Round > Fifth Round > Quarter Finals > Semi Finals > Final
Leicestershire Entries – 3 Teams
Football League
Leicester City.
Midland Counties League
Loughborough United.
West Midlands (Regional) League
Hinckley Athletic.
Preliminary Round
| 7th September 1968 | | |
| Hinckley Athletic | 1 – 1 | Lower Gornal Athletic |
| Long Eaton United | 2 – 1 | Loughborough United |
Replay
| 1th September 1968 | | |
| Lower Gornal Athletic | 3 – 2 | Hinckley Athletic |
Third Round Proper
| 4th January 1969 | | |
| Barnsley | 1 – 1 | Leicester City |
Replay
| 8th January 1969 | | |
| Leicester City | 2 – 1 | Barnsley |
Fourth Round Proper
| 25th January 1969 | | |
| Millwall | 0 – 1 | Leicester City |
Fifth Round Proper
| 1st March 1969 | | |
| Leicester City | 0 – 0 | Liverpool |
Replay
| 3rd March 1969 | | |
| Liverpool | 0 – 1 | Leicester City |
Quarter Finals
| 8th March 1969 | | |
| Mansfield Town | 0 – 1 | Leicester City |
Semi Finals
| 29th March 1969 | | |
| Leicester City | 1 – 0 | West Bromwich Albion
at Hillsborough, Sheffield |
Final
| 26th April 1969 | | |
| Manchester City | 1 – 0 | Leicester City
at Wembley Stadium, London |
