| Saturday 31st August 1996 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Esh Winning | 1-3 | Oldham Town | |
| Saturday 14th September 1996 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Oldham Town | 2-3 | Halifax Town | |
| Saturday 5th October 1996 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| Oldham Town | 7-0 | Kimberley Town | |
| Saturday 2nd November 1996 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Brandon United | 5-1 | Oldham Town | |
