| Sat 29/07/23 | Cheadle Town v Charnock Richard | 0-1 | | | |  | | |
| Tue 01/08/23 | Cheadle Town v Wythenshawe | 0-4 | | |  | | | |
| Sat 05/08/23 | Whitchurch Alport v Cheadle Town (CUP) | 2-1 | | | | | | |
| Wed 09/08/23 | Pilkington v Cheadle Town | 2-2 | | | | | | |
| Sat 12/08/23 | Skelmersdale United v Cheadle Town | 0-2 | |  | | | | |
| Tue 15/08/23 | Cheadle Town v Chadderton | 0-3 | | | | | | |
| Sat 19/08/23 | Cheadle Town v Litherland REMYCA | 4-1 | | | | | | |
| Tue 22/08/23 | Cheadle Town v Prestwich Heys | 2-4 | | | | | | |
| Sat 26/08/23 | Bury v Cheadle Town | 2-1 | | | | | | |
| Mon 28/08/23 | Cheadle Town v Colne * | 1-2 | | | | | | |
| 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 | | | | | | |
| Thu 21/09/23 | Lower Breck v Cheadle Town | 0-0 | | | | | | |
| 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 | | | | | | |
| Tue 03/10/23 | Chadderton v Cheadle Town | 1-1 | | | | | | |
| Sat 07/10/23 | Cheadle Town v Longridge Town | 2-3 | | | | | | |
| Tue 24/10/23 | Cheadle Town v West Didsbury & Chorlton | 1-0 | | | | | | |
| 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 | | | | | | |
| Sat 16/03/24 | Cheadle Town v FC Isle of Man * | 3-2 | | | | | | |
| Tue 19/03/24 | Cheadle Town v Hyde United (CUP) | 0-3 | | | | | | |
| Sat 23/03/24 | Wythenshawe v Cheadle Town | 1-2 | | | | | | |
| Tue 26/03/24 | Cheadle Town v Lower Breck | 1-0 | | | | | | |
| Mon 01/04/24 | Glossop North End v Cheadle Town | 1-2 | | | | | | |
| Sat 06/04/24 | Cheadle Town v Ramsbottom United | 0-1 | | | | | | |
| Tue 09/04/24 | Colne v Cheadle Town | 7-1 | | | | | | |
| Sat 13/04/24 | Kendal Town v Cheadle Town | 4-1 | | | | | | |
