| Sat 17/08/19 | St Helens Town v Cleator Moor Celtic | 6-0 |  | | | | |
| Wed 21/08/19 | AFC Liverpool v St Helens Town | 6-2 | | | | | |
| Sun 01/09/19 | St Helens Town v Rossington Main | 1-2 | | |  | | |
| Thu 05/09/19 | St Helens Town v Holker Old Boys * | 0-0 | | | | | |
| Sat 07/09/19 | Atherton LR v St Helens Town | 3-2 | | | | | |
| Sat 05/10/19 | St Helens Town v AFC Darwen | 8-3 | | | | | |
| Sat 12/10/19 | St Helens Town v Emley AFC | 2-3 | | | | | |
| Sat 19/10/19 | St Helens Town v Nelson | 2-1 | | | | | |
| Sat 02/11/19 | Prestwich Heys v St Helens Town | 2-1 | | | | | |
| Thu 07/11/19 | St Helens Town v Skelmersdale United | 1-1 | | | | | |
| Sat 09/11/19 | St Helens Town v AFC Blackpool * | 0-1 | | | | | |
| Thu 14/11/19 | Nelson v St Helens Town | 1-1 | | | | | |
| Sat 16/11/19 | St Helens Town v AFC Darwen | 3-2 | | | | | |
| Tue 19/11/19 | Shelley v St Helens Town | 0-2 | | | | | |
| Sat 23/11/19 | St Helens Town v West Didsbury & Chorlton | 1-2 | | | | | |
| Sat 30/11/19 | St Helens Town v Ashton Town | 3-1 | | | | | |
| Thu 12/12/19 | St Helens Town v Garstang | 1-5 | | | | | |
| Sat 14/12/19 | St Helens Town v Golcar United | 0-2 | | | | | |
| Sat 21/12/19 | St Helens Town v Atherton LR * | 2-2 | | | | | |
| Thu 26/12/19 | Pilkington v St Helens Town * | 3-2 | | | | | |
| Sat 28/12/19 | St Helens Town v Chadderton | 4-2 | | | | |  |
| Sat 04/01/20 | Steeton v St Helens Town | 5-1 | | | | | |
| Sat 11/01/20 | St Helens Town v Shelley | 2-3 | | | | | |
| Sat 25/01/20 | St Helens Town v Daisy Hill * | 3-8 | | | | | |
| Fri 31/01/20 | Golcar United v St Helens Town | 5-0 | | | | | |
| Sat 08/02/20 | St Helens Town v Nelson | 0-1 | | | | | |
| Sat 22/02/20 | St Helens Town v AFC Liverpool | 2-2 | | | | | |
| Sat 29/02/20 | St Helens Town v Prestwich Heys | 1-3 | | | | | |
| Sat 07/03/20 | St Helens Town v Lower Breck | 0-8 | | | | | |
