| Date | Match |
|---|---|
| 09/09/23 | Winsford United 1-2 Sandbach United |
| 23/09/23 | Stafford Town 2-7 Winsford United * |
| 11/11/23 | Winsford United 6-0 Market Drayton * |
| 16/12/23 | Abbey Hey 2-1 Winsford United |
| 19/12/23 | Abbey Hulton Utd 1-1 Winsford United |
| 20/01/24 | Winsford United 2-4 Alsager Town |
| 27/01/24 | Maine Road 1-3 Winsford United * |
| 03/02/24 | Euxton Villa 1-1 Winsford United |
| 02/03/24 | Stockport Town 2-1 Winsford United * |
| 09/03/24 | Eccleshall 1-3 Winsford United |
| 16/03/24 | Winsford United 2-0 Market Drayton |
| 19/03/24 | Winsford United 0-2 New Mills |
| 23/03/24 | Sandbach United 4-0 Winsford United |
| 26/03/24 | Winsford United 1-2 Cheadle Heath   |
| 01/04/24 | Barnton 4-3 Winsford United |
| 08/04/24 | Cheadle Heath 2-0 Winsford United |
| 10/04/24 | Winsford United 4-2 Cammell Laird * |
| 13/04/24 | Brocton 3-0 Winsford United |
* Indicates appearance as a substitute
| Comp | Team | App |
|---|---|---|
| The Edward Case Cup | Winsford United | 2 |
| First Division South | Winsford United | 16 |
| Comp | YC | SB | RC |
|---|---|---|---|
| First Division South | 1 | 0 | 0 |
