| Saturday 2nd September 1989 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Clitheroe | 4-0 | Bedlington Terriers | |
| Saturday 16th September 1989 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Clitheroe | 2-2 | Ferryhill Athletic | |
| Tuesday 19th September 1989 | F.A. Challenge Cup 1st Qualifying Round Replay | ||
|---|---|---|---|
| Ferryhill Athletic | 1-1 | Clitheroe | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Monday 25th September 1989 | F.A. Challenge Cup 1st Qualifying Round Replay | ||
|---|---|---|---|
| Clitheroe | 3-4 | Ferryhill Athletic | |
| Saturday 7th October 1989 | F.A. Carlsberg Vase Preliminary Round | ||
|---|---|---|---|
| Clitheroe | 2-1 | Bootle | |
| Saturday 4th November 1989 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Droylsden | 5-0 | Clitheroe | |
