| Sat 03/08/19 | Alsager Town v Maine Road | 1-2 | | | | |  |
| Mon 05/08/19 | Maine Road v Abbey Hey | 2-2 | | | | | |
| Sat 10/08/19 | Maine Road v Abbey Hulton United | 1-2 | | | | | |
| Sat 17/08/19 | Cammell Laird 1907 v Maine Road | 4-1 | | | | | |
| Tue 20/08/19 | Wythenshawe Town v Maine Road | 3-1 | | | | | |
| Sat 24/08/19 | Maine Road v Cheadle Heath Nomads | 4-1 | | | | | |
| Mon 26/08/19 | Maine Road v Wythenshawe Amateurs | 1-1 | | | | | |
| Sat 31/08/19 | Maine Road v Maltby Main | 5-2 |  | | | | |
| Sat 07/09/19 | Stockport Town v Maine Road | 8-2 | | | | | |
| Sat 14/09/19 | Hall Road Rangers v Maine Road | 4-6 | | | | | |
| Sat 21/09/19 | Ellesmere Rangers v Maine Road | 1-6 | | | | | |
| Mon 23/09/19 | Maine Road v FC Oswestry Town | 3-1 | | | | | |
| Sat 05/10/19 | Daisy Hill v Maine Road | 5-3 | | | | | |
| Mon 07/10/19 | Maine Road v Chadderton | 2-1 | | | | | |
| Sat 12/10/19 | Maine Road v Glasshoughton Welfare | 4-2 | | | | | |
| Tue 15/10/19 | St Martins v Maine Road | 1-2 | | | | | |
| Sat 19/10/19 | Maine Road v FC Oswestry Town | 3-0 | | | | | |
| Mon 28/10/19 | Maine Road v Sandbach United | 1-2 | | | | | |
| Sat 02/11/19 | Congleton Town v Maine Road | 3-2 | | | | | |
| Sat 09/11/19 | Lower Breck v Maine Road | 2-4 | | | | | |
| Sat 16/11/19 | Abbey Hey v Maine Road | 2-1 | | | | | |
| Mon 25/11/19 | Maine Road v Stone Old Alleynians | 0-3 | | | | | |
| Sat 14/12/19 | Maine Road v Cammell Laird 1907 | 3-0 | | | | | |
| Mon 16/12/19 | Maine Road v Garstang | 2-0 | | | | | |
| Thu 26/12/19 | West Didsbury & Chorlton v Maine Road | 0-3 | | | | | |
| Sat 28/12/19 | Maine Road v New Mills | 1-2 | | | | | |
| Sat 04/01/20 | Stone Old Alleynians v Maine Road | 0-2 | | | | | |
| Wed 15/01/20 | Irlam v Maine Road | 4-1 | | | | | |
| Sat 18/01/20 | Eccleshall v Maine Road | 1-0 | | | | | |
| Mon 27/01/20 | Maine Road v Cheadle Town * | 2-2 | | | | | |
| Sat 01/02/20 | Maine Road v Alsager Town | 1-1 | | | | | |
| Mon 03/02/20 | Maine Road v Vauxhall Motors | 1-3 | | |  | | |
| Sat 08/02/20 | New Mills v Maine Road | 1-1 | | | | | |
| Mon 17/02/20 | Maine Road v 1874 Northwich | 0-4 | | | | | |
