| Date Unknown | League Challenge Cup 4th Round | ||
|---|---|---|---|
| Glossop | 0-0 | Stalybridge Celtic | |
| League Challenge Cup 4th Round Replay | |||
|---|---|---|---|
| Stalybridge Celtic | 4-1 | Glossop |
| Saturday 24th August 1985 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Nantwich Town | 1-0 | Glossop | Att: 119 |
| Saturday 31st August 1985 | F.A. Trophy Preliminary Round | ||
|---|---|---|---|
| Leyland Motors | 3-1 | Glossop | Att: 81 |
| Sunday 13th October 1985 | Derbyshire Senior Cup 1st Round | ||
|---|---|---|---|
| Staveley Works | 5-0 | Glossop | |
| Saturday 16th November 1985 | League Challenge Cup 3rd Round | ||
|---|---|---|---|
| Colwyn Bay | 0-2 | Glossop | |
