| Sat 17/08/19 | Stockport Town v Abbey Hulton United | 1-5 | | |  | | |
| Mon 19/08/19 | Stockport Town v New Mills | 4-1 | | | | | |
| Sat 24/08/19 | St Martins v Stockport Town | 2-3 | | | | | |
| Mon 26/08/19 | Abbey Hey v Stockport Town | 2-0 | | | | | |
| Sat 31/08/19 | Harworth Colliery v Stockport Town | 1-3 | | | | | |
| Sat 07/09/19 | Stockport Town v Maine Road | 8-2 |  | | | | |
| Sat 14/09/19 | Stockport Town v Abbey Hey | 1-2 | | | | | |
| Sat 28/09/19 | Stockport Town v Ellesmere Rangers | 2-2 | | | | | |
| Sat 05/10/19 | Wythenshawe Amateurs v Stockport Town | 3-2 | | | | | |
| Tue 15/10/19 | Sandbach United v Stockport Town | 5-2 | | | | | |
| Sat 19/10/19 | Garstang v Stockport Town | 1-1 | | | | | |
| Sat 09/11/19 | Cammell Laird 1907 v Stockport Town | 2-3 | | | | | |
| Mon 11/11/19 | Stockport Town v Cheadle Heath Nomads | 1-3 | | | | | |
| Sat 16/11/19 | Stockport Town v St Martins | 2-0 | | | | | |
| Mon 25/11/19 | Stockport Town v FC Oswestry Town | 3-2 | | | | | |
| Sat 30/11/19 | Abbey Hulton United v Stockport Town | 2-0 | | | | | |
| Sat 07/12/19 | Stockport Town v Eccleshall | 2-2 | | | | | |
| Sat 14/12/19 | Ellesmere Rangers v Stockport Town | 0-2 | | | | | |
| Mon 16/12/19 | Stockport Town v Wythenshawe Town | 1-2 | | | | | |
| Sat 21/12/19 | Stockport Town v West Didsbury & Chorlton | 2-1 | | | | | |
| Sat 28/12/19 | Stockport Town v Stone Old Alleynians | 1-1 | | | | | |
| Sat 04/01/20 | Stockport Town v Cammell Laird 1907 | 4-1 | | | | | |
| Tue 07/01/20 | Chester FC v Stockport Town | 1-0 | | | | | |
| Sat 18/01/20 | Stockport Town v Vauxhall Motors | 2-3 | | | | | |
| Sat 25/01/20 | Cheadle Town v Stockport Town | 2-1 | | | | | |
| Sat 01/02/20 | Vauxhall Motors v Stockport Town | 2-0 | | | | |  |
