| Sat 29/07/23 | Squires Gate v Pilkington | 0-2 |  |  | | | | |
| Tue 01/08/23 | Prestwich Heys v Pilkington | 3-0 | | | | | | |
| Sat 05/08/23 | Burscough v Pilkington (CUP) | 1-0 | | | | | | |
| Wed 09/08/23 | Pilkington v Cheadle Town | 2-2 | | | | | | |
| Wed 16/08/23 | Pilkington v Longridge Town | 3-0 | | | | | |  |
| Sat 19/08/23 | Kendal Town v Pilkington | 4-2 | | | | | | |
| Wed 23/08/23 | Pilkington v Wythenshawe | 1-0 | | | | | | |
| Sat 26/08/23 | Pilkington v Irlam | 2-1 | | | | | | |
| Mon 28/08/23 | Pilkington v Litherland REMYCA | 0-0 | | | | | | |
| Sat 02/09/23 | Padiham v Pilkington | 2-2 | | | | | | |
| Wed 06/09/23 | Pilkington v FC Isle of Man | 3-1 | | | | | | |
| Sat 09/09/23 | Glossop North End v Pilkington | 2-0 | | | | | | |
| Sat 16/09/23 | Pilkington v West Didsbury & Chorlton | 3-3 | | | | | | |
| Sat 23/09/23 | Pilkington v Ashton Athletic (CUP) | 2-0 | | | | | | |
| Tue 03/10/23 | Skelmersdale United v Pilkington * | 1-2 | | | | | | |
| Sat 07/10/23 | Pilkington v Glossop North End | 2-0 | | | | | | |
| Sat 14/10/23 | Ramsbottom United v Pilkington | 5-1 | | | |  | | |
| Wed 18/10/23 | Litherland REMYCA v Pilkington (CUP) | 1-0 | | | | | | |
| Sat 21/10/23 | Pilkington v Ramsbottom United (CUP) | 2-2 | | | | | | |
| Wed 25/10/23 | Pilkington v Skelmersdale United (CUP) | 4-3 | | | | | | |
| Sat 28/10/23 | Pilkington v Padiham | 1-2 | | | | | | |
| Fri 03/11/23 | West Didsbury & Chorlton v Pilkington | - | | | | | | |
| Sat 11/11/23 | FC Isle of Man v Pilkington | 1-0 | | | | | | |
| Tue 21/11/23 | AFC Liverpool v Pilkington * | 2-1 | | | | | | |
| Sat 25/11/23 | Chadderton v Pilkington | 3-0 | | | | | | |
| Tue 28/11/23 | Bury v Pilkington | 3-1 | | | | | | |
| Tue 05/12/23 | West Didsbury & Chorlton v Pilkington | 1-1 | | | | | | |
