| Date | Match |
|---|---|
| 19/08/19 | Winsford United 1-2 Hanley Town * |
| 26/08/19 | Congleton Town 4-3 Winsford United |
| 07/09/19 | Winsford United 0-2 Rylands MoM |
| Date | Match |
|---|---|
| 01/10/19 | Padiham 0-0 Prestwich Heys * |
| 05/10/19 | Stone O.A. 2-1 Prestwich Heys 1 goal |
| 08/10/19 | Prestwich Heys 4-0 Pilkington 1 goal |
| 12/10/19 | Prestwich Heys 1-2 Holker OB |
| 19/10/19 | Prestwich Heys 1-0 Winsford United |
| 22/10/19 | West Dids & Chor 2-2 Prestwich Heys |
| 30/10/19 | Garstang 2-3 Prestwich Heys |
| 02/11/19 | Prestwich Heys 2-1 St Helens Town |
| 13/11/19 | Prestwich Heys 2-1 AFC Darwen |
| 16/11/19 | Holker OB 1-0 Prestwich Heys |
| 23/11/19 | Prestwich Heys 0-3 Daisy Hill |
| 07/12/19 | Prestwich Heys 0-2 AFC Liverpool * |
| 09/12/19 | Daisy Hill 3-2 Prestwich Heys |
* Indicates appearance as a substitute
| Competition | Teams Played For | Appearances |
|---|---|---|
| The Macron Cup | Prestwich Heys | 3 |
| The PlayerMatch.com Cup | Prestwich Heys | 1 |
| Premier Division | Winsford United | 3 |
| Lancashire Challenge Trophy | Prestwich Heys | 2 |
| First Division North | Prestwich Heys | 7 |
