| Saturday 7th September 1985 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Bootle | 0-1 | Chorley | |
| Saturday 5th October 1985 | F.A. Trophy 1st Qualifying Round | ||
|---|---|---|---|
| Bootle | 4-4 | Shepshed Charterhouse | |
| Tuesday 8th October 1985 | F.A. Trophy 1st Qualifying Round Replay | ||
|---|---|---|---|
| Shepshed Charterhouse | 3-1 | Bootle | |
