| Date | Match |
|---|---|
| 03/08/19 | Burscough 1-3 Winsford United |
| 06/08/19 | 1874 Northwich 3-1 Winsford United |
| 28/09/19 | Winsford United 3-2 Ashton Athletic 1 goal |
| 05/10/19 | Skelmersdale Utd 0-1 Winsford United |
| 07/10/19 | Winsford United 4-1 Padiham 1 goal |
| 12/10/19 | Winsford United 3-1 Avro |
| 19/10/19 | Prestwich Heys 1-0 Winsford United Yellow Card |
| 22/10/19 | Bootle 1-0 Winsford United |
| 02/11/19 | Winsford United 6-0 Burscough |
| 16/11/19 | Squires Gate - Winsford United Yellow Card |
| 23/11/19 | Winsford United 0-2 Charnock Rich Yellow Card |
| 27/11/19 | Lith REMYCA 1-3 Winsford United 1 goal |
| 30/11/19 | Winsford United 0-5 Skelmersdale Utd Red Card |
| 04/01/20 | Longridge Town 5-3 Winsford United Yellow Card |
| 11/01/20 | Winsford United 0-1 Runcorn Town |
* Indicates appearance as a substitute
| Competition | Teams Played For | Appearances |
|---|---|---|
| The Macron Cup | Winsford United | 1 |
| Premier Division | Winsford United | 14 |
