| 2019-09-08 10:00:278th September 2019 | Mynydd Isa Spartans U19s  | 2 - 0 |  Buckley Town | U19s | 2020 | |
| 2019-09-08 10:00:418th September 2019 | Rhydymwyn  | 3 - 2 |  Holywell Town | U19s | 2020 | |
| 2019-09-08 10:00:468th September 2019 | Hawarden Rangers  | 3 - 3 |  Johnstown Youth | U19s | 2020 | |
| 2019-09-15 10:00:1815th September 2019 | Hawarden Rangers | 0 - 2 | Mynydd Isa Spartans U19s | U19s | 2020 | |
| 2019-09-15 10:00:2615th September 2019 | Johnstown Youth | 1 - 4 |  Lex XI | U19s | 2020 | |
| 2019-09-15 10:00:3515th September 2019 | Brickfield Rangers  | 4 - 0 | Buckley Town | U19s | 2020 | |
| 2019-09-15 10:00:4915th September 2019 | Mold Alex  | 10 - 0 | Holywell Town | U19s | 2020 | |
| 2019-09-22 10:00:0222nd September 2019 | Mynydd Isa Spartans | 4 - 3 |  Chirk AAA | U19s | 2020 | |
| 2019-09-22 10:00:2122nd September 2019 | Rhydymwyn | 2 - 1 | Johnstown Youth | U19s | 2020 | |
| 2019-09-22 10:00:4422nd September 2019 | Buckley Town | 1 - 2 |  Penyffordd Lions | U19s | 2020 | |
| 2019-09-22 10:00:5122nd September 2019 | Holywell Town | 2 - 2 | Lex XI | U19s | 2020 | |
| 2019-09-22 10:00:5122nd September 2019 | Mold Alex | 2 - 3 | Hawarden Rangers | U19s | 2020 | |
| 2019-10-06 10:00:456th October 2019 | Hawarden Rangers | 5 - 3 | Mynydd Isa Spartans | U19s | 2020 | |
| 2019-10-06 10:00:476th October 2019 | Johnstown Youth | 1 - 9 | Mold Alex | U19s | 2020 | |
| 2019-10-06 10:00:536th October 2019 | Holywell Town | 2 - 3 | Penyffordd Lions | U19s | 2020 | |
| 2019-10-13 10:00:1413th October 2019 | Johnstown Youth | 3 - 7 | Holywell Town | U19s | 2020 | |
| 2019-10-13 10:00:5913th October 2019 | Lex XI | 3 - 4 | Mynydd Isa Spartans | U19s | 2020 | |
| 2019-10-20 10:00:5020th October 2019 | Mold Alex | 3 - 1 | Mynydd Isa Spartans | U19s | 2020 | |
| 2019-10-27 10:00:2427th October 2019 | Penyffordd Lions | 1 - 8 | Hawarden Rangers | U19s | 2020 | |
| 2019-10-27 10:00:5427th October 2019 | Lex XI | 0 - 2 | Mold Alex | U19s | 2020 | |
| 2019-11-03 10:00:263rd November 2019 | Buckley Town | 1 - 5 | Lex XI | U19s | 2020 | |
| 2019-11-03 10:00:273rd November 2019 | Mold Alex | 5 - 0 | Brickfield Rangers | U19s | 2020 | |
| 2019-11-17 10:00:0617th November 2019 | Mold Alex | 3 - 3 | Mynydd Isa Spartans U19s | U19s | 2020 | |
| 2019-11-24 10:00:2124th November 2019 | Lex XI | 0 - 4 | Brickfield Rangers | U19s | 2020 | |
| 2019-11-24 10:00:4724th November 2019 | Penyffordd Lions | 2 - 3 | Mold Alex | U19s | 2020 | |
| 2019-12-01 10:00:331st December 2019 | Johnstown Youth | 1 - 3 | Mynydd Isa Spartans U19s | U19s | 2020 | |
| 2019-12-08 10:00:158th December 2019 | Penyffordd Lions | 1 - 6 | Rhydymwyn | U19s | 2020 | |
| 2019-12-08 10:00:328th December 2019 | Hawarden Rangers | 3 - 1 | Buckley Town | U19s | 2020 | |
| 2019-12-08 10:00:538th December 2019 | Mynydd Isa Spartans | 0 - 0 | Lex XI | U19s | 2020 | |
| 2019-12-08 10:00:598th December 2019 | Brickfield Rangers | 4 - 5 | Holywell Town | U19s | 2020 | |
| 2019-12-15 10:00:2715th December 2019 | Johnstown Youth | 1 - 7 | Brickfield Rangers | U19s | 2020 | |
| 2019-12-15 10:00:3015th December 2019 | Mynydd Isa Spartans U19s | 8 - 0 | Penyffordd Lions | U19s | 2020 | |
| 2020-01-05 10:00:245th January 2020 | Mynydd Isa Spartans | 6 - 4 | Penyffordd Lions | U19s | 2020 | |
| 2020-01-05 10:00:285th January 2020 | Buckley Town | 4 - 1 | Johnstown Youth | U19s | 2020 | |
| 2020-01-05 10:00:405th January 2020 | Rhydymwyn | 0 - 2 | Mynydd Isa Spartans U19s | U19s | 2020 | |
| 2020-01-05 10:00:475th January 2020 | Holywell Town | 1 - 10 | Chirk AAA | U19s | 2020 | |
| 2020-01-05 10:00:575th January 2020 | Lex XI | 2 - 3 | Hawarden Rangers | U19s | 2020 | |
| 2020-01-12 10:00:2212th January 2020 | Lex XI | 1 - 2 | Mynydd Isa Spartans U19s | U19s | 2020 | |
| 2020-01-12 10:00:3312th January 2020 | Buckley Town | 10:00:33Postponed | Chirk AAA | U19s | 2020 | |
| 2020-01-12 10:00:3312th January 2020 | Mynydd Isa Spartans | 10:00:33Postponed | Johnstown Youth | U19s | 2020 | |
| 2020-01-12 14:00:2212th January 2020 | Penyffordd Lions | 14:00:22Postponed | Holywell Town | U19s | 2020 | |
| 2020-01-19 10:00:0219th January 2020 | Holywell Town | 10:00:0210:00 am | Johnstown Youth | U19s | 2020 | |
| 2020-01-19 10:00:0919th January 2020 | Buckley Town | 10:00:0910:00 am | Mynydd Isa Spartans | U19s | 2020 | |
| 2020-01-19 10:00:1819th January 2020 | Mynydd Isa Spartans U19s | 10:00:1810:00 am | Chirk AAA | U19s | 2020 | |
| 2020-01-19 10:00:4519th January 2020 | Brickfield Rangers | 10:00:4510:00 am | Mold Alex | U19s | 2020 | |
| 2020-01-19 10:00:5419th January 2020 | Hawarden Rangers | 10:00:5410:00 am | Penyffordd Lions | U19s | 2020 | |
