| Saturday 7th September 1985 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Colwyn Bay | 0-3 | St Helens Town | Att: 249 |
| Saturday 28th September 1985 | F.A. Challenge Cup 2nd Qualifying Round | ||
|---|---|---|---|
| St Helens Town | 2-0 | Eastwood Hanley | Att: 142 |
| Saturday 12th October 1985 | F.A. Challenge Cup 3rd Qualifying Round | ||
|---|---|---|---|
| Leek Town | 0-1 | St Helens Town | Att: 343 |
| Saturday 26th October 1985 | F.A. Challenge Cup 4th Qualifying Round | ||
|---|---|---|---|
| Morecambe | 1-1 | St Helens Town | Att: 756 |
| Tuesday 29th October 1985 | F.A. Challenge Cup 4th Qualifying Round Replay | ||
|---|---|---|---|
| St Helens Town | 0-1 | Morecambe | Att: 1146 |
| Tuesday 12th November 1985 | Liverpool Senior Cup 1st Round | ||
|---|---|---|---|
| St Helens Town | 1-2 | South Liverpool | |
| AET | |||
| Saturday 16th November 1985 | League Challenge Cup 3rd Round | ||
|---|---|---|---|
| Burscough | 2-1 | St Helens Town | |
