| Sat 29/07/23 | Market Drayton Town v Cheadle Heath Nomads | 1-1 |  | | | | | |
| Tue 01/08/23 | Market Drayton Town v Alsager Town | 2-0 | |  | |  | | |
| Tue 08/08/23 | Market Drayton Town v Ashville | 4-0 | | | | | | |
| Sat 12/08/23 | Market Drayton Town v Winsford United | 2-0 | | | | | | |
| Tue 15/08/23 | Brocton v Market Drayton Town | 3-0 | | | | | | |
| Sat 19/08/23 | Market Drayton Town v New Mills * | 3-0 | | | | | | |
| Wed 23/08/23 | Eccleshall v Market Drayton Town | 0-0 | | | | | | |
| Mon 28/08/23 | Cammell Laird 1907 v Market Drayton Town | 4-1 | | | | | |  |
| Sat 02/09/23 | Market Drayton Town v Barnton | 2-2 | | | | | | |
| Tue 05/09/23 | Abbey Hulton United v Market Drayton Town * | 0-2 | | | | | | |
| Sat 09/09/23 | Stafford Town v Market Drayton Town | 0-1 | | | | | | |
| Sat 16/09/23 | Abbey Hey v Market Drayton Town | 2-1 | | | | | | |
| Sat 23/09/23 | Market Drayton Town v Hereford Pegasus (CUP) | 0-5 | | | | | | |
| Sat 30/09/23 | Market Drayton Town v Stockport Georgians | 0-2 | | | | | | |
| Sat 07/10/23 | Market Drayton Town v Cammell Laird 1907 | 2-1 | | | | | | |
| Tue 10/10/23 | Market Drayton Town v Cheadle Heath Nomads (CUP) | 4-3 | | | | | | |
| Sat 14/10/23 | Sandbach United v Market Drayton Town * | 3-2 | | | | | | |
| Tue 17/10/23 | Market Drayton Town v Stockport Georgians (CUP) | 3-4 | | | | | | |
| Tue 24/10/23 | Market Drayton Town v Brocton | 0-8 | | | | | | |
| Sat 28/10/23 | Barnton v Market Drayton Town | 2-0 | | | | | | |
| Sat 04/11/23 | Market Drayton Town v Stockport Town | 2-3 | | | | | | |
| Sat 25/11/23 | Market Drayton Town v Eccleshall | 2-3 | | | | | | |
| Sat 16/12/23 | Market Drayton Town v Abbey Hulton United | 0-1 | | | | | | |
| Tue 26/12/23 | Droylsden v Market Drayton Town | 7-2 | | | | | | |
| Sat 30/12/23 | Market Drayton Town v Stafford Town | 0-3 | | |  | | | |
| Sat 13/01/24 | Cheadle Heath Nomads v Market Drayton Town | 4-0 | | | | | | |
| Sat 27/01/24 | Market Drayton Town v Sandbach United | 2-6 | | | | | | |
| Sat 03/02/24 | Market Drayton Town v Maine Road | 3-7 | | | | | | |
| Sat 10/02/24 | Maine Road v Market Drayton Town | 4-0 | | | | | | |
| Sat 24/02/24 | Alsager Town v Market Drayton Town | 4-3 | | | | | | |
| Wed 28/02/24 | Market Drayton Town v Shifnal Town (CUP) * | 2-3 | | | | | | |
| Tue 05/03/24 | Shifnal Town v Market Drayton Town (CUP) * | 3-0 | | | | | | |
| Sat 06/04/24 | Stockport Town v Market Drayton Town * | 5-1 | | | | | | |
| Sat 13/04/24 | New Mills v Market Drayton Town | 2-0 | | | | | | |
