| Sat 29/07/23 | Stockport Town v New Mills | 4-1 | | | | | | |
| Tue 01/08/23 | Sandbach United v Stockport Town | 0-2 | |  | | | | |
| Sat 05/08/23 | Stockport Town v Ramsbottom United (CUP) | 0-1 | | | | | | |
| Mon 07/08/23 | Stockport Town v Maine Road * | 4-1 |  | | | | | |
| Sat 12/08/23 | Stockport Town v Barnton * | 0-0 | | | | | | |
| Mon 14/08/23 | Stockport Town v Stockport Georgians | 3-2 | | | | | | |
| Sat 19/08/23 | Winsford United v Stockport Town | 1-4 | | | | | | |
| Tue 22/08/23 | Alsager Town v Stockport Town | 1-0 | | | | | | |
| Sat 26/08/23 | Maltby Main v Stockport Town (CUP) * | 3-1 | | | | | | |
| 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 | | | | | | |
| Sat 16/09/23 | Eccleshall v Stockport Town | 2-1 | | | | | | |
| Sat 23/09/23 | Stockport Town v Cammell Laird 1907 * | 5-1 | | | | | | |
| Tue 10/10/23 | New Mills v Stockport Town (CUP) | 4-2 | | | | | | |
| Tue 17/10/23 | Stockport Town v Brocton (CUP) | 1-4 | | | | | | |
| 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 | | | | | | |
| Sat 23/12/23 | Stockport Town v Ashville * | 2-0 | | | | | | |
| Tue 26/12/23 | Stockport Town v Cheadle Heath Nomads * | 3-3 | | | | | | |
| Sat 06/01/24 | Droylsden v Stockport Town * | 3-1 | | | | | | |
| 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 | | | | | | |
| Sat 24/02/24 | Brocton v Stockport Town * | 1-2 | | | | | | |
| Tue 27/02/24 | Stockport Georgians v Stockport Town | 1-2 | | | | | | |
| Sat 02/03/24 | Stockport Town v Winsford United | 2-1 | | | | | | |
| Sat 23/03/24 | Stockport Town v Abbey Hey | 1-0 | | | | | | |
| Mon 01/04/24 | Cheadle Heath Nomads v Stockport Town | 0-0 | | | | | | |
| Sat 06/04/24 | Stockport Town v Market Drayton Town * | 5-1 | | | | | | |
| Sat 13/04/24 | Maine Road v Stockport Town | 0-5 | | | | | | |
