FA Cup 2023/24, Preliminary Round |
| 19.08.2023 | | Penistone Church | | Prestwich Heys | | 0:2 (0:1) |
| Penistone |
FA Cup 2023/24, Extra Preliminary Round |
| 09.08.2023 | | Penistone Church | | City of Liverpool | | 3:1 (2:0) * |
| Penistone |
FA Cup 2023/24, Extra Preliminary Round |
| 05.08.2023 | | City of Liverpool | | Penistone Church | | 2:2 (0:1) |
| Liverpool |
FA Cup 2022/23, First Qualifying Round |
| 03.09.2022 | | Shildon | | Penistone Church | | 2:1 (1:1) |
| Shildon |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Brighouse Town | | Penistone Church | | 1:2 (1:1) |
| Brighouse |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Lower Breck | | Penistone Church | | 0:2 (0:1) |
| Liverpool |
FA Cup 2021/22, Extra Preliminary Round |
| 11.08.2021 | | Penistone Church | | Lower Breck | | 1:2 (1:1) * |
| Penistone |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Lower Breck | | Penistone Church | | 0:0 |
| Liverpool |
FA Cup 2020/21, Extra Preliminary Round |
| 01.09.2020 | | Skelmersdale United | | Penistone Church | | 3:2 |
| Skelmersdale |
FA Cup 2019/20, Extra Preliminary Round |
| 14.08.2019 | | Penistone Church | | Skelmersdale United | | 2:5 (1:2) * |
| Penistone |
FA Cup 2019/20, Extra Preliminary Round |
| 09.08.2019 | | Skelmersdale United | | Penistone Church | | 1:1 (0:0) |
| Skelmersdale |
FA Cup 2018/19, Preliminary Round |
| 25.08.2018 | | Penistone Church | | Runcorn Town | | 1:3 (0:2) |
| Penistone |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Penistone Church | | Bootle | | 2:1 (1:1) |
| Penistone |
FA Cup 2017/18, Second Qualifying Round |
| 16.09.2017 | | Harrogate Town | | Penistone Church | | 3:0 (0:0) |
| Harrogate |
FA Cup 2017/18, First Qualifying Round |
| 02.09.2017 | | Penistone Church | | Whitby Town | | 3:2 (2:2) |
| Penistone |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Penistone Church | | Litherland REMYCA | | 2:0 (1:0) |
| Penistone |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Charnock Richard | | Penistone Church | | 3:4 (2:3) |
| Charnock Richard |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Penistone Church | | Cheadle Town | | 1:3 |
| Penistone |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Penistone Church | | Pontefract Collieries | | 0:2 (0:0) |
| Penistone |