| Saturday 1st September 1990 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Glossop | 1-1 | Skelmersdale United | |
| Tuesday 4th September 1990 | F.A. Challenge Cup Preliminary Round Replay | ||
|---|---|---|---|
| Skelmersdale United | 0-2 | Glossop | |
| Saturday 6th October 1990 | F.A. Carlsberg Vase Preliminary Round | ||
|---|---|---|---|
| Douglas High School Old Boys | 0-2 | Skelmersdale United | |
| Saturday 3rd November 1990 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Leyland DAF | 0-2 | Skelmersdale United | |
| Saturday 24th November 1990 | F.A. Carlsberg Vase 2nd Round | ||
|---|---|---|---|
| Skelmersdale United | 1-4 | Garforth Town | |
