| Saturday 2nd September 1989 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Glossop | 0-4 | Maine Road | |
| Saturday 16th September 1989 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Burscough | 1-2 | Maine Road | |
| Saturday 30th September 1989 | F.A. Challenge Cup 2nd Qualifying Round | ||
|---|---|---|---|
| Colwyn Bay | 2-1 | Maine Road | |
| Saturday 7th October 1989 | F.A. Carlsberg Vase Preliminary Round | ||
|---|---|---|---|
| General Chemicals | 0-1 | Maine Road | |
| Saturday 4th November 1989 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Cheadle Town | 1-2 | Maine Road | |
| Saturday 25th November 1989 | F.A. Carlsberg Vase 2nd Round | ||
|---|---|---|---|
| Rossendale United | 6-2 | Maine Road | |
