| Date | Match |
|---|---|
| 06/08/19 | 1874 Northwich 3-1 Winsford United * Yellow Card |
| 19/08/19 | Winsford United 1-2 Hanley Town |
| 24/08/19 | Ramsbottom Utd 3-3 Winsford United |
| 31/08/19 | Gresley 1-0 Winsford United |
| 02/09/19 | Winsford United 1-3 Ramsbottom Utd |
| 07/09/19 | Winsford United 0-2 Rylands |
| 21/09/19 | Charnock Rich 4-1 Winsford United |
| 07/10/19 | Winsford United 4-1 Padiham |
| 29/10/19 | Winsford United 2-1 Alsager Town |
| 02/11/19 | Winsford United 6-0 Burscough 1 goal |
| 16/11/19 | Squires Gate - Winsford United |
| 23/11/19 | Winsford United 0-2 Charnock Rich |
| 27/11/19 | Lith REMYCA 1-3 Winsford United |
| 30/11/19 | Winsford United 0-5 Skelmersdale Utd |
| 03/12/19 | Barnoldswick Tn 2-1 Winsford United 1 goal |
| 21/12/19 | Winsford United 4-1 Lith REMYCA |
| 04/01/20 | Longridge Town 5-3 Winsford United |
| 11/01/20 | Winsford United 0-1 Runcorn Town |
* Indicates appearance as a substitute
| Competition | Teams Played For | Appearances |
|---|---|---|
| The Emirates F.A Cup | Winsford United | 2 |
| The Buildbase FA Vase | Winsford United | 1 |
| Premier Division | Winsford United | 14 |
| Cheshire Senior Cup | Winsford United | 1 |
