| Saturday 3rd September 1988 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Arnold (Merged with Arnold Kingswell) | 1-0 | Bootle | |
| Saturday 8th October 1988 | F.A. Carlsberg Vase Preliminary Round | ||
|---|---|---|---|
| Bootle | 4-1 | Waterloo Dock | |
| Saturday 5th November 1988 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Bootle | 0-1 | Curzon Ashton | |
