| Sat 05/08/23 | Burscough v Pilkington (CUP) | 1-0 | | | | | | |
| Wed 09/08/23 | Pilkington v Cheadle Town | 2-2 | | | | | | |
| Sat 12/08/23 | Barnoldswick Town v Pilkington | 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 | | | |  | | |
| Sat 23/09/23 | Pilkington v Ashton Athletic (CUP) | 2-0 | | | | | | |
| Wed 27/09/23 | Pilkington v Wythenshawe Town | 1-1 | | | | | | |
| Sat 30/09/23 | Burscough v Pilkington | 1-1 | | | | |  | |
| 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 | | | | | | |
| Sat 16/12/23 | Pilkington v AFC Liverpool | 3-0 | | | | | | |
| Tue 19/12/23 | Prescot Cables v Pilkington (CUP) | 6-0 | | | | | | |
| Tue 26/12/23 | Pilkington v Lower Breck | 0-1 | | | | | | |
| Sat 30/12/23 | Wythenshawe Town v Pilkington | 4-0 | | | | | | |
| Sat 13/01/24 | Pilkington v Colne | 0-7 | | | | | | |
| Sat 27/01/24 | Pilkington v Chadderton | 1-3 | | | | | | |
| Sat 03/02/24 | Pilkington v Bury | 2-3 | | | | | | |
| Sat 10/02/24 | Irlam v Pilkington | 0-1 | | | | | | |
| Sat 24/02/24 | Pilkington v Squires Gate | 1-4 | | | | | | |
| Sat 02/03/24 | Cheadle Town v Pilkington | 2-0 | | | | | | |
| Tue 05/03/24 | Longridge Town v Pilkington | 4-1 | | | | | | |
| Sat 09/03/24 | Pilkington v Kendal Town | 0-1 | | | | | | |
| Sat 16/03/24 | Litherland REMYCA v Pilkington | 1-0 | | | | | | |
| Wed 27/03/24 | Pilkington v Charnock Richard | 1-1 | | | | | | |
| Sat 30/03/24 | Pilkington v Barnoldswick Town | 4-2 | | | | | | |
| Mon 01/04/24 | Lower Breck v Pilkington | 3-0 | | | | | | |
| Sat 06/04/24 | Wythenshawe v Pilkington | 4-1 | | | | | | |
| Sat 13/04/24 | Pilkington v Ramsbottom United | 1-5 | | | | | | |
