FA Cup 1889/90
Loughborough Town become the first Leicestershire team to enter the FA Cup.
Leicestershire Entries – 1 Team
Not in a League
Loughborough Town.
Second Qualifying Round
| 26th October 1889 | ||
| Loughborough Town | 2 – 1 | Derby St Luke’s |
Derby St. Luke’s lodged a protest that Bosworth of Loughborough Town had previously played in a six-a-side contest this season. The protest was upheld and the FA ordered the match to be replayed at Derby.
Replay
| 9th November 1889 | ||
| Derby St Luke’s | 2 – 0 | Loughborough Town |