| Saturday 3rd September 1988 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Clitheroe | 2-2 | Lancaster City | |
| Tuesday 6th September 1988 | F.A. Challenge Cup Preliminary Round Replay | ||
|---|---|---|---|
| Lancaster City | 1-0 | Clitheroe | |
| Saturday 8th October 1988 | F.A. Carlsberg Vase Preliminary Round | ||
|---|---|---|---|
| Clitheroe | 3-2 | Ashington | |
| Saturday 5th November 1988 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Cleator Moor Celtic | 1-2 | Clitheroe | |
| Cleator Moor Celtic | 0-1 | Clitheroe | |
| Saturday 26th November 1988 | F.A. Carlsberg Vase 2nd Round | ||
|---|---|---|---|
| Clitheroe | 2-4 | Whickham | |
