| Saturday 1st September 1990 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Knowsley United | 1-1 | Ossett Town | |
| Tuesday 4th September 1990 | F.A. Challenge Cup Preliminary Round Replay | ||
|---|---|---|---|
| Ossett Town | 2-3 | Knowsley United | |
| Saturday 8th September 1990 | F.A. Carlsberg Vase Extra Preliminary Round | ||
|---|---|---|---|
| Knowsley United | 3-1 | Flixton | |
| Saturday 15th September 1990 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Knowsley United | 0-0 | Colwyn Bay | |
| Tuesday 18th September 1990 | F.A. Challenge Cup 1st Qualifying Round Replay | ||
|---|---|---|---|
| Colwyn Bay | 3-0 | Knowsley United | |
| Saturday 6th October 1990 | F.A. Carlsberg Vase Preliminary Round | ||
|---|---|---|---|
| Knowsley United | 3-1 | General Chemicals | |
| Saturday 3rd November 1990 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Knowsley United | 5-0 | Knypersley Victoria | |
| Saturday 24th November 1990 | F.A. Carlsberg Vase 2nd Round | ||
|---|---|---|---|
| Knowsley United | 2-1 | Eastwood Hanley | |
| Saturday 15th December 1990 | F.A. Carlsberg Vase 3rd Round | ||
|---|---|---|---|
| Knowsley United | 4-2 | Ossett Town | |
| (After Extra Time, 2-2 after 90 mins) | |||
| Saturday 19th January 1991 | F.A. Carlsberg Vase 4th Round | ||
|---|---|---|---|
| Knowsley United | 3-0 | Spalding United | |
| Saturday 16th February 1991 | F.A. Carlsberg Vase 5th Round | ||
|---|---|---|---|
| Knowsley United | 4-5 | Gresley Rovers | |
| (After Extra Time, 3-3 after 90 mins) | |||
