| Sat 27/07/24 | Winsford United v Alsager Town | 1-3 | | | | | | |
| Tue 30/07/24 | Ashville v Winsford United | 0-1 |  |  | | | | |
| Sat 03/08/24 | Cammell Laird 1907 v Winsford United | 2-2 | | | | | | |
| Tue 06/08/24 | Winsford United v Stockport Georgians | 4-1 | | | | | | |
| Mon 12/08/24 | Cheadle Heath Nomads v Winsford United * | 0-2 | | | | | | |
| Sat 17/08/24 | Winsford United v Foley Meir | 5-0 | | | | | | |
| Wed 21/08/24 | Barnton v Winsford United | 0-7 | | | | | | |
| Sat 24/08/24 | Winsford United v Litherland REMYCA (CUP) | 4-0 | | | | | | |
| Mon 26/08/24 | Eccleshall v Winsford United | 1-0 | | | | | | |
| Sat 31/08/24 | Winsford United v Market Drayton Town | 4-1 | | | | | | |
| Sat 07/09/24 | Wolverhampton Sporting Community v Winsford United | 1-2 | | | | | | |
| Tue 10/09/24 | Winsford United v Market Drayton Town (CUP) * | 7-0 | | | | | | |
| Sat 14/09/24 | Winsford United v Runcorn Town | 0-0 | | | | | | |
| Sat 21/09/24 | Maine Road v Winsford United (CUP) * | 1-3 | | | | | | |
| Sat 28/09/24 | Shawbury United v Winsford United * | 0-1 | | | | | | |
| Tue 01/10/24 | Winsford United v Sandbach United (CUP) | 2-0 | | | | | | |
| Sat 05/10/24 | Winsford United v Allscott Heath * | 2-0 | | | | | | |
| Tue 08/10/24 | Winsford United v Foley Meir (CUP) * | 2-1 | | | | | | |
| Sat 12/10/24 | Abbey Hulton United v Winsford United * | 0-1 | | | | | | |
| Sat 19/10/24 | Winsford United v AFC Liverpool (CUP) * | 4-0 | | | | | | |
| Mon 21/10/24 | Stockport Town v Winsford United (CUP) | 1-3 | | | | | | |
| Sat 26/10/24 | Winsford United v New Mills * | 2-1 | | | | | | |
| Sat 02/11/24 | Stafford Town v Winsford United | 2-3 | | | | | | |
| Sat 09/11/24 | Winsford United v Darwen FC (CUP) * | 6-1 | | | | | | |
| Tue 12/11/24 | Winsford United v Abbey Hulton United (CUP) | 0-2 | | | | | | |
| Sat 16/11/24 | Foley Meir v Winsford United * | 2-3 | | | | | | |
| Wed 27/11/24 | Tranmere Rovers v Winsford United (CUP) * | 8-3 | | | | | | |
| Tue 10/12/24 | Winsford United v Glossop North End (CUP) * | 4-0 | | | | | | |
| Sat 14/12/24 | Winsford United v Sutton United (CUP) | 1-2 | | | | | | |
| Tue 17/12/24 | Winsford United v Stafford Town (CUP) * | 1-3 | | | | | | |
| Thu 26/12/24 | Sandbach United v Winsford United * | 1-3 | | | | | | |
| Sat 28/12/24 | New Mills v Winsford United | 0-2 | | | | | | |
| Sat 18/01/25 | Allscott Heath v Winsford United | 2-3 | | | | | | |
| Sat 25/01/25 | Winsford United v Stafford Town * | 2-2 | | | | | | |
| Sat 01/02/25 | Runcorn Town v Winsford United * | 1-3 | | | | | | |
| Sat 08/02/25 | Winsford United v Wolverhampton Sporting Community * | 7-0 | | | | | | |
| Tue 11/02/25 | Winsford United v Abbey Hulton United * | 2-2 | | | | | | |
| Sat 15/02/25 | Winsford United v Cammell Laird 1907 * | 4-1 | | | | | | |
| Sat 01/03/25 | Winsford United v Eccleshall * | 2-2 | | | | | | |
| Sat 22/03/25 | Market Drayton Town v Winsford United * | 1-2 | | | | | | |
