| Saturday 26th August 1995 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Thackley | 5-2 | Cheadle Town | |
| Saturday 2nd September 1995 | F.A. Carlsberg Vase 1st Qualifying Round | ||
|---|---|---|---|
| Shirebrook Town | 1-3 | Cheadle Town | |
| Saturday 30th September 1995 | F.A. Carlsberg Vase 2nd Qualifying Round | ||
|---|---|---|---|
| Borrowash Victoria | 1-4 | Cheadle Town | |
| Saturday 28th October 1995 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Yorkshire Amateur | 2-0 | Cheadle Town | |
