| Sat 30/07/22 | Barnoldswick Town v Winsford United | 3-1 | | | | | |
| Tue 02/08/22 | Winsford United v Avro | 0-3 | | |  | | |
| Sat 06/08/22 | Winsford United v Widnes | 1-1 | | | | | |
| Tue 09/08/22 | Widnes v Winsford United * | 2-0 | | | | | |
| Sat 13/08/22 | Winsford United v Longridge Town | 1-2 | | | | | |
| Mon 15/08/22 | Winsford United v Northwich Victoria | 1-1 | | | | |  |
| Tue 23/08/22 | Vauxhall Motors v Winsford United * | 3-2 | | | | | |
| Sat 27/08/22 | Haughmond v Winsford United | 1-1 |  | | | | |
| Mon 29/08/22 | Winsford United v West Didsbury & Chorlton | 0-2 | | | | | |
| Sat 03/09/22 | Winsford United v Lower Breck | 2-3 | | | | | |
| Wed 07/09/22 | AFC Liverpool v Winsford United | 1-2 | | | | | |
| Tue 13/09/22 | Irlam v Winsford United | 3-1 | | | | | |
| Sat 17/09/22 | Wythenshawe Town v Winsford United | 7-0 | | | | | |
| 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 | | | | | |
| Tue 25/10/22 | Kendal Town v Winsford United | 3-1 | | | | | |
| 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 | | | | | |
| Mon 07/11/22 | Barnton v Winsford United | 3-1 | | | | | |
| 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 | | | | | |
| Mon 05/12/22 | Winsford United v Charnock Richard | 0-2 | | | | | |
| Tue 10/01/23 | Runcorn Linnets v Winsford United | 3-1 | | | | | |
| 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 | | | | | |
| Sat 04/02/23 | Winsford United v Wythenshawe Town | 1-1 | | | | | |
| Sat 11/02/23 | Northwich Victoria v Winsford United | 2-0 | | | | | |
| 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 | | | | | |
| Sat 25/03/23 | Winsford United v Padiham | 2-0 | | | | | |
| Sat 01/04/23 | Avro v Winsford United | 3-0 | | | | | |
| Tue 04/04/23 | Charnock Richard v Winsford United | 2-2 | | | | | |
| Sat 08/04/23 | Winsford United v Vauxhall Motors | 1-4 | | | | | |
| Mon 10/04/23 | Winsford United v Litherland REMYCA | 1-2 | | | | | |
| Sat 15/04/23 | Winsford United v Barnoldswick Town | 3-0 | | | | | |
| Sat 22/04/23 | Bury AFC v Winsford United | 5-1 | | | | | |
