| Saturday 31st August 1996 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Bootle | 2-0 | Seaham Red Star | |
| Saturday 14th September 1996 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Flixton | 2-0 | Bootle | |
| Saturday 5th October 1996 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| Eccleshill United | 1-1 | Bootle | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Tuesday 8th October 1996 | F.A. Carlsberg Vase 2nd Qualifying Round Replay | ||
|---|---|---|---|
| Bootle | 0-2 | Eccleshill United | |
