| Date | Match |
|---|---|
| 10/10/23 | Abbey Hulton Utd 1-5 Winsford United * |
| 14/10/23 | Winsford United 2-0 Eccleshall * |
| 28/10/23 | Winsford United 1-2 Stkprt Georgians * |
| 31/10/23 | Stalybridge Cel 4-3 Winsford United |
| 04/11/23 | Droylsden 2-1 Winsford United |
| 16/12/23 | Abbey Hey 2-1 Winsford United |
| 19/12/23 | Abbey Hulton Utd 1-1 Winsford United |
| 26/12/23 | Winsford United 0-4 Barnton  |
| 07/02/24 | Barnton 1-2 Winsford United * |
| 10/02/24 | Witton Albion 2-2 Winsford United |
| 19/03/24 | Winsford United 0-2 New Mills |
| 01/04/24 | Barnton 4-3 Winsford United |
| 04/04/24 | Winsford United 4-0 Ashville |
| 08/04/24 | Cheadle Heath 2-0 Winsford United * |
| 13/04/24 | Brocton 3-0 Winsford United |
* Indicates appearance as a substitute
| Comp | Team | App |
|---|---|---|
| The Edward Case Cup | Winsford United | 1 |
| Cheshire Senior Cup | Winsford United | 1 |
| Mid Cheshire Senior Cup | Winsford United | 2 |
| First Division South | Winsford United | 11 |
| Comp | YC | SB | RC |
|---|---|---|---|
| First Division South | 2 | 0 | 1 |
| The Edward Case Cup | 0 | 0 | 0 |
