| Fri 09/08/19 | Skelmersdale United v Penistone Church | 1-1 | | | | | |
| Wed 14/08/19 | Penistone Church v Skelmersdale United | 2-5 | | | | | |
| Sat 17/08/19 | Northwich Victoria v Skelmersdale United | 2-0 | | | | | |
| Wed 21/08/19 | Litherland REMYCA v Skelmersdale United * | 0-3 | | | | | |
| Sat 24/08/19 | City of Liverpool v Skelmersdale United | 2-1 | | | | | |
| Mon 26/08/19 | Skelmersdale United v Whitchurch Alport | 2-3 | | | | | |
| Sat 31/08/19 | Skelmersdale United v New Mills | 5-2 | | | | | |
| Fri 13/09/19 | Skelmersdale United v Wythenshawe Town * | 1-2 | | | | | |
| Tue 24/09/19 | Ashton Town v Skelmersdale United | 3-6 | | | | | |
| Sat 28/09/19 | 1874 Northwich v Skelmersdale United | 1-0 | | | | | |
| Sat 05/10/19 | Skelmersdale United v Winsford United | 0-1 | | | | | |
| Sat 12/10/19 | Runcorn Town v Skelmersdale United | 0-0 | | | | | |
| Fri 18/10/19 | Skelmersdale United v Irlam | 1-3 | | | | | |
| Tue 22/10/19 | Charnock Richard v Skelmersdale United | 4-0 | | | | | |
| Fri 25/10/19 | Avro v Skelmersdale United | 3-2 | | | | | |
| Thu 07/11/19 | St Helens Town v Skelmersdale United * | 1-1 | | | | | |
| Sat 23/11/19 | Skelmersdale United v Northwich Victoria | 2-4 | | | | | |
| Sat 30/11/19 | Winsford United v Skelmersdale United | 0-5 | | |  | | |
| Sat 07/12/19 | Longridge Town v Skelmersdale United | 1-0 | | | | |  |
| Sat 14/12/19 | Skelmersdale United v Squires Gate | 3-3 | | | | | |
| Thu 26/12/19 | Skelmersdale United v Burscough | 4-0 |  | | | | |
| Sat 28/12/19 | Congleton Town v Skelmersdale United | 3-1 | | | | | |
| Sat 04/01/20 | Skelmersdale United v Padiham | 3-2 | | | | | |
| Tue 14/01/20 | Skelmersdale United v Congleton Town | 2-1 | | | | | |
| Sat 18/01/20 | Squires Gate v Skelmersdale United | 3-1 | | | | | |
| Sat 25/01/20 | Skelmersdale United v 1874 Northwich | 2-3 | | | | | |
| Sat 01/02/20 | Padiham v Skelmersdale United | 2-4 | | | | | |
| Tue 04/02/20 | Skelmersdale United v Rylands | 2-3 | | | | | |
| Sat 08/02/20 | Skelmersdale United v Irlam | 0-1 | | | | | |
| Sat 15/02/20 | Rylands v Skelmersdale United | 2-0 | | | | | |
| Sat 29/02/20 | Skelmersdale United v Bootle | 2-1 | | | | | |
| Tue 03/03/20 | Bootle v Skelmersdale United * | 3-1 | | | | | |
