| Date | Match |
|---|---|
| 03/08/19 | Abbey Hulton 0-4 FC Oswestry |
| 07/08/19 | Eccleshall 0-5 FC Oswestry 1 goal |
| 10/08/19 | FC Oswestry 5-1 Alsager Town |
| 17/08/19 | Cheadle Town 1-5 FC Oswestry |
| 20/08/19 | FC Oswestry 4-1 Cammell Laird 1 goal |
| 26/08/19 | FC Oswestry 2-1 Vauxhall Mtrs |
| 31/08/19 | FC Oswestry 6-0 Bustleholme 1 goal |
| 07/09/19 | Steeton 0-0 FC Oswestry |
| 10/09/19 | New Mills 2-3 FC Oswestry |
| 14/09/19 | Gresley 3-2 FC Oswestry * |
| 21/09/19 | FC Oswestry 2-1 Wythenshawe Town |
| 23/09/19 | Maine Road 3-1 FC Oswestry MoM |
| 27/09/19 | FC Oswestry 2-1 Barnton |
| 05/10/19 | Garstang - FC Oswestry |
| 12/10/19 | Garstang 2-2 FC Oswestry |
* Indicates appearance as a substitute
| Competition | Teams Played For | Appearances |
|---|---|---|
| The Buildbase FA Vase | FC Oswestry Town | 2 |
| The PlayerMatch.com Cup | FC Oswestry Town | 3 |
| First Division South | FC Oswestry Town | 10 |
