| Sat 02/09/23 | Cheadle Town v Kendal Town * | 1-3 | | | | | | |
| Tue 05/09/23 | Ramsbottom United v Cheadle Town | 2-0 | | | | | | |
| Sat 09/09/23 | Burscough v Cheadle Town * | 1-4 | | | | | | |
| Sat 23/09/23 | Longridge Town v Cheadle Town * | 1-1 | | | | | | |
| Tue 26/09/23 | Cheadle Town v Irlam * | 2-5 | | | | | | |
| Sat 30/09/23 | Cheadle Town v Skelmersdale United * | 2-1 |  | | | | | |
| Sat 07/10/23 | Cheadle Town v Longridge Town * | 2-3 | | | | | | |
| Wed 11/10/23 | Northwich Victoria v Cheadle Town (CUP) * | 1-3 | | | | | | |
| Sat 14/10/23 | AFC Liverpool v Cheadle Town * | 1-3 | | | | | | |
| Tue 17/10/23 | Cheadle Town v Sandbach United (CUP) * | 1-1 | | | | | | |
| Tue 24/10/23 | Cheadle Town v West Didsbury & Chorlton * | 1-0 | |  | | | | |
| Sat 11/11/23 | Carlisle City v Cheadle Town (CUP) * | 2-1 | | | | | | |
| Sat 18/11/23 | West Didsbury & Chorlton v Cheadle Town (CUP) | 0-3 | | | | | | |
| Tue 21/11/23 | Cheadle Town v Stockport Town (CUP) | 1-1 | | | | | | |
| Sat 25/11/23 | FC Isle of Man v Cheadle Town | 0-1 | | | | | | |
| Tue 28/11/23 | Prestwich Heys v Cheadle Town | 2-1 | | | | | | |
| Tue 12/12/23 | Cheadle Town v Padiham | 1-2 | | | | | | |
| Sat 16/12/23 | Alsager Town v Cheadle Town (CUP) * | 2-0 | | | | | | |
| Sat 23/12/23 | Cheadle Town v Wythenshawe Town * | 0-4 | | | | | | |
| Tue 26/12/23 | Cheadle Town v Glossop North End * | 0-1 | | | | | | |
| Sat 06/01/24 | Cheadle Town v Barnoldswick Town * | 5-0 | | | | | | |
| Sat 13/01/24 | Cheadle Town v AFC Liverpool * | 3-1 | | | | | | |
| Sat 27/01/24 | Wythenshawe Town v Cheadle Town * | 4-0 | | | | | | |
| Tue 30/01/24 | Cheadle Town v Warrington Town (CUP) | 1-0 | | | | | | |
| Sat 03/02/24 | West Didsbury & Chorlton v Cheadle Town | 2-0 | | | | | | |
| Sat 10/02/24 | Cheadle Town v Squires Gate * | 2-4 | | | | | | |
| Tue 13/02/24 | Cheadle Town v Bury * | 0-2 | | | | | | |
| Sat 17/02/24 | Cheadle Town v Burscough * | 2-1 | | | | | | |
| Sat 24/02/24 | Padiham v Cheadle Town * | 3-1 | | | | | | |
| Tue 27/02/24 | Squires Gate v Cheadle Town | 1-2 | | | | | | |
| Thu 29/02/24 | Irlam v Cheadle Town * | 3-3 | | | | | | |
| Sat 02/03/24 | Cheadle Town v Pilkington | 2-0 | | | | | | |
| Wed 06/03/24 | Charnock Richard v Cheadle Town * | 2-4 | | | | | | |
| Sat 09/03/24 | Litherland REMYCA v Cheadle Town | 4-4 | | | | | |  |
| Tue 09/04/24 | Colne v Cheadle Town | 7-1 | | | | | | |
| Sat 13/04/24 | Kendal Town v Cheadle Town * | 4-1 | | | | | | |
| Thu 18/04/24 | Barnoldswick Town v Cheadle Town * | 3-5 | | | | | | |
