| 03/08/19 | Cammell Laird 2-0 Cheadle Town
Yellow Card , MoM |
| 05/08/19 | Stockport Town 2-2 Cheadle Town
2 goals , MoM |
| 10/08/19 | Cheadle Town 0-1 St Martins
MoM |
| 17/08/19 | Cheadle Town 1-5 FC Oswestry
MoM |
| 20/08/19 | West Didsbury 2-1 Cheadle Town |
| 23/08/19 | Barnton 1-0 Cheadle Town
Yellow Card , MoM |
| 26/08/19 | Cheadle Town 0-7 Wythenshawe Town |
| 31/08/19 | Staveley MW 2-5 Cheadle Town
2 goals |
| 07/09/19 | Cleator Moor 1-2 Cheadle Town |
| 10/09/19 | Wythenshawe Am 0-1 Cheadle Town
1 goal |
| 14/09/19 | Cheadle Town 4-0 East Hull
2 goals |
| 21/09/19 | Vauxhall Mtrs 4-2 Cheadle Town
2 goals , MoM |
| 28/09/19 | Cheadle Town 4-1 Abbey Hulton
, MoM |
| 09/10/19 | Cheadle Town 2-2 Eccleshall * |
| 12/10/19 | Selby Town 5-1 Cheadle Town |
| 16/10/19 | Stone O.A. 1-1 Cheadle Town |
| 29/10/19 | Hyde United 3-0 Cheadle Town |
| 02/11/19 | Cheadle Town 3-0 Ellesmere Rngrs
, Yellow Card , MoM |
| 16/11/19 | FC Oswestry 1-3 Cheadle Town
1 goal , Yellow Card , MoM |
| 19/11/19 | Wythenshawe Am 3-2 Cheadle Town
1 goal |
| 23/11/19 | Cheadle Town 4-2 Wythenshawe Am
1 goal |
| 27/11/19 | Cheadle Town 0-1 Abbey Hey
Yellow Card |
| 18/12/19 | Cheadle Town 1-2 Stone O.A.
1 goal , MoM |
| 21/12/19 | Cheadle Town 1-2 Alsager Town
1 goal , MoM |
| 26/12/19 | Cheadle Town 3-1 Cheadle Heath |
| 28/12/19 | Eccleshall 0-4 Cheadle Town
, MoM |
| 04/01/20 | Cheadle Town 1-0 Sandbach
1 goal |
| 11/01/20 | New Mills 1-2 Cheadle Town
MoM |
| 15/01/20 | Cheadle Town 2-1 West Didsbury
1 goal |
| 21/01/20 | Abbey Hulton 1-3 Cheadle Town
2 goals |
| 25/01/20 | Cheadle Town 2-1 Stockport Town
Yellow Card , Red Card |
| 27/01/20 | Maine Road 2-2 Cheadle Town
1 goal |
| 08/02/20 | AFC Liverpool 3-0 Cheadle Town |
| 12/02/20 | Cheadle Town 0-1 Vauxhall Mtrs |
| 07/03/20 | Cheadle Town 2-1 Maine Road
2 goals , Yellow Card , MoM |
| 14/03/20 | Cheadle Town 1-1 New Mills
Yellow Card |
