| 03/08/19 | Chadderton 3-2 St Helens Town |
| 10/08/19 | Daisy Hill 2-1 St Helens Town
MoM |
| 17/08/19 | St Helens Town 6-0 Cleator Moor
1 goal , Yellow Card |
| 21/08/19 | AFC Liverpool 6-2 St Helens Town
MoM |
| 24/08/19 | St Helens Town 4-2 AFC Blackpool
2 goals , MoM |
| 26/08/19 | Lower Breck 5-1 St Helens Town |
| 01/09/19 | St Helens Town 1-2 Rossington Mn |
| 05/09/19 | St Helens Town 0-0 Holker OB * |
| 07/09/19 | Atherton LR 3-2 St Helens Town
1 goal , MoM |
| 19/09/19 | St Helens Town 3-1 Steeton |
| 21/09/19 | Ashton Town 4-1 St Helens Town |
| 28/09/19 | St Helens Town 1-2 Bacup Borough |
| 05/10/19 | St Helens Town 8-3 AFC Darwen
2 goals |
| 12/10/19 | St Helens Town 2-3 Emley AFC |
| 02/11/19 | Prestwich Heys 2-1 St Helens Town
MoM |
| 07/11/19 | St Helens Town 1-1 Skelmersdale Utd |
| 09/11/19 | St Helens Town 0-1 AFC Blackpool |
| 14/11/19 | Nelson 1-1 St Helens Town |
| 16/11/19 | St Helens Town 3-2 AFC Darwen
1 goal |
| 19/11/19 | Shelley 0-2 St Helens Town |
| 23/11/19 | St Helens Town 1-2 West Dids & Chor |
| 30/11/19 | St Helens Town 3-1 Ashton Town |
| 12/12/19 | St Helens Town 1-5 Garstang
1 goal , MoM |
| 14/12/19 | St Helens Town 0-2 Golcar United |
| 21/12/19 | St Helens Town 2-2 Atherton LR
MoM |
| 26/12/19 | Pilkington 3-2 St Helens Town
1 goal |
| 28/12/19 | St Helens Town 4-2 Chadderton
1 goal , Yellow Card |
| 04/01/20 | Steeton 5-1 St Helens Town |
| 11/01/20 | St Helens Town 2-3 Shelley
1 goal |
| 18/01/20 | Bacup Borough 4-0 St Helens Town |
