| Wed 07/09/22 | AFC Liverpool v Winsford United * | 1-2 | | | | | |
| Sat 24/09/22 | Winsford United v Congleton Town | 0-2 | | | | | |
| Tue 27/09/22 | Prestwich Heys v Winsford United | 0-1 | | | | | |
| Sat 01/10/22 | Winsford United v Squires Gate | 1-1 | | | | | |
| Sat 08/10/22 | Winsford United v Burscough | 3-2 | | | | | |
| Sat 15/10/22 | Winsford United v Sandbach United | 3-0 | | | | | |
| Sat 22/10/22 | Winsford United v AFC Liverpool | 1-1 | | | | | |
| Sat 29/10/22 | Padiham v Winsford United | 1-2 | | | | | |
| Tue 01/11/22 | Stockport Georgians v Winsford United | 2-2 | | | | | |
| Sat 05/11/22 | Squires Gate v Winsford United | 2-3 | | | | | |
| Sat 12/11/22 | Lower Breck v Winsford United | 1-2 |  | | | | |
| Tue 15/11/22 | Congleton Town v Winsford United | 3-2 | | |  | | |
| Sat 19/11/22 | Winsford United v FC Isle of Man | 3-0 | | | | | |
| Tue 22/11/22 | Winsford United v Witton Albion | 3-0 | | | | | |
| Sat 03/12/22 | Winsford United v Irlam | 2-0 | | | | | |
| Sat 14/01/23 | Winsford United v Vauxhall Motors | - | | | | | |
| Tue 24/01/23 | Burscough v Winsford United | 0-0 | | | | | |
| Sat 28/01/23 | Winsford United v Bury AFC | 1-2 | | | | | |
| Tue 31/01/23 | Ashton Athletic v Winsford United | 2-1 | | | | | |
| Mon 20/02/23 | Winsford United v Kendal Town | 3-0 | | | | | |
| Sat 25/02/23 | Longridge Town v Winsford United | 2-2 | | | | | |
| Wed 01/03/23 | Litherland REMYCA v Winsford United | 1-1 | | | | | |
| Sat 04/03/23 | FC Isle of Man v Winsford United | 1-0 | | | | | |
| Sat 11/03/23 | Winsford United v Ashton Athletic | 3-3 | | | | | |
| Sat 18/03/23 | West Didsbury & Chorlton v Winsford United | 1-1 | | | | | |
| Wed 22/03/23 | Northwich Victoria v Winsford United * | 3-0 | | | | | |
| Sat 25/03/23 | Winsford United v Padiham | 2-0 | | | | | |
