| Mon 14/08/23 | Stockport Town v Stockport Georgians * | 3-2 | | | | | | |
| Tue 22/08/23 | Alsager Town v Stockport Town * | 1-0 | | | | | | |
| Mon 28/08/23 | Stockport Town v Stafford Town | 0-0 | |  | | | | |
| Sat 02/09/23 | Cammell Laird 1907 v Stockport Town | 1-1 | | | | | | |
| Sat 09/09/23 | Stockport Town v Abbey Hulton United * | 4-3 | | | | | | |
| Fri 29/09/23 | Ashville v Stockport Town * | 2-2 | | | | | | |
| Sat 07/10/23 | Abbey Hey v Stockport Town * | 1-3 |  | | | | | |
| Tue 10/10/23 | New Mills v Stockport Town (CUP) | 4-2 | | | | | | |
| Tue 17/10/23 | Stockport Town v Brocton (CUP) | 1-4 | | | | | | |
| Mon 23/10/23 | Stockport Town v Chester FC (CUP) | 1-0 | | | | | | |
| Sat 28/10/23 | Stockport Town v Droylsden | 1-1 | | | |  | | |
| Sat 11/11/23 | Stockport Town v Alsager Town * | 1-1 | | | | | | |
| Sat 18/11/23 | Stockport Town v Sandbach United * | 2-5 | | | | | | |
| Tue 21/11/23 | Cheadle Town v Stockport Town (CUP) | 1-1 | | | | | | |
| Sat 25/11/23 | Abbey Hulton United v Stockport Town | 1-2 | | | | | | |
| Sat 16/12/23 | Stockport Town v Brocton * | 3-2 | | | | | | |
| Tue 26/12/23 | Stockport Town v Cheadle Heath Nomads * | 3-3 | | | | | | |
| Sat 20/01/24 | Stockport Town v Eccleshall * | 4-0 | | | | | | |
| Sat 27/01/24 | Barnton v Stockport Town * | 1-2 | | | | | | |
| Sat 03/02/24 | New Mills v Stockport Town * | 1-2 | | | | | | |
| Sat 17/02/24 | Stafford Town v Stockport Town * | 2-2 | | | | | | |
| Tue 27/02/24 | Stockport Georgians v Stockport Town * | 1-2 | | | | | | |
| Sat 02/03/24 | Stockport Town v Winsford United * | 2-1 | | | | | | |
| Sat 06/04/24 | Stockport Town v Market Drayton Town * | 5-1 | | | | | | |
| Sat 13/04/24 | Maine Road v Stockport Town * | 0-5 | | | | | | |
