| Saturday 14th September 1991 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Bootle | 2-1 | Newcastle Town | |
| Saturday 28th September 1991 | F.A. Challenge Cup 2nd Qualifying Round | ||
|---|---|---|---|
| Droylsden | 1-1 | Bootle | |
| Monday 30th September 1991 | F.A. Challenge Cup 2nd Qualifying Round Replay | ||
|---|---|---|---|
| Bootle | 1-3 | Droylsden | |
| Saturday 5th October 1991 | F.A. Carlsberg Vase Preliminary Round | ||
|---|---|---|---|
| Ayone | 1-1 | Bootle | |
| Tuesday 8th October 1991 | F.A. Carlsberg Vase Preliminary Round Replay | ||
|---|---|---|---|
| Bootle | 2-3 | Ayone | |
