| 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 | | 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 | | 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 | |
| 2019-10-20 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 | Ysgol-Penyffordd |
| 2019-11-03 10:00:263rd November 2019 | Buckley Town | 1 - 5 | | 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 10:00:4724th November 2019 | Penyffordd Lions | 2 - 3 | Mold Alex | U19s | 2020 | Ysgol-Penyffordd |
| 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 | Ysgol-Penyffordd |
| 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 | | 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 | Elfed High School |
| 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 | |
| 2020-01-19 10:00:0219th January 2020 | Holywell Town | 5 - 1 | Johnstown Youth | U19s | 2020 | |
| 2020-01-19 10:00:1819th January 2020 | Mynydd Isa Spartans U19s | 1 - 4 | Chirk AAA | U19s | 2020 | |
| 2020-01-19 10:00:5419th January 2020 | Hawarden Rangers | 3 - 2 | Penyffordd Lions | U19s | 2020 | |
| 2020-01-26 10:00:0826th January 2020 | Holywell Town | 2 - 4 | Mynydd Isa Spartans U19s | U19s | 2020 | |
| 2020-01-26 10:00:1026th January 2020 | Mold Alex | 1 - 0 | Johnstown Youth | U19s | 2020 | |
| 2020-01-26 10:00:2126th January 2020 | Penyffordd Lions | 2 - 3 | Buckley Town | U19s | 2020 | Ysgol-Penyffordd |
| 2020-01-26 10:00:4026th January 2020 | Brickfield Rangers | 3 - 2 | Chirk AAA | U19s | 2020 | |
| 2020-01-26 10:00:5826th January 2020 | Mynydd Isa Spartans | 0 - 2 | Hawarden Rangers | U19s | 2020 | |
| 2020-02-02 10:00:222nd February 2020 | Brickfield Rangers | 6 - 1 | Penyffordd Lions | U19s | 2020 | |
| 2020-02-02 10:00:362nd February 2020 | Rhydymwyn | 3 - 3 | Mold Alex | U19s | 2020 | |
| 2020-02-02 10:00:432nd February 2020 | Hawarden Rangers | 2 - 3 | Holywell Town | U19s | 2020 | |
| 2020-02-09 10:00:009th February 2020 | Mynydd Isa Spartans | 10:00:00Postponed | Mynydd Isa Spartans U19s | U19s | 2020 | |
| 2020-02-09 10:00:039th February 2020 | Holywell Town | 10:00:03Postponed | Rhydymwyn | U19s | 2020 | |
| 2020-02-09 10:00:069th February 2020 | Chirk AAA | 10:00:06Postponed | Hawarden Rangers | U19s | 2020 | |
| 2020-02-09 10:00:069th February 2020 | Mold Alex | 10:00:06Postponed | Penyffordd Lions | U19s | 2020 | |
| 2020-02-09 10:00:469th February 2020 | Johnstown Youth | 10:00:46Postponed | Buckley Town | U19s | 2020 | |
| 2020-02-09 10:00:519th February 2020 | Brickfield Rangers | 10:00:51Postponed | | U19s | 2020 | |
| 2020-02-16 10:00:1916th February 2020 | Rhydymwyn | 10:00:19Postponed | Buckley Town | U19s | 2020 | |
| 2020-03-08 10:00:098th March 2020 | Buckley Town | 0 - 1 | Brickfield Rangers | U19s | 2020 | Elfed High School |
| 2020-03-08 10:00:178th March 2020 | Johnstown Youth | 0 - 3 | Mynydd Isa Spartans | U19s | 2020 | |
| 2020-03-08 10:00:368th March 2020 | Mynydd Isa Spartans U19s | 4 - 1 | Holywell Town | U19s | 2020 | |
| 2020-03-08 10:00:578th March 2020 | Mold Alex | 4 - 4 | | U19s | 2020 | |
| 2020-03-15 10:00:0115th March 2020 | Hawarden Rangers | 10:00:01Postponed | Rhydymwyn | U19s | 2020 | |
| 2020-03-15 10:00:1415th March 2020 | Brickfield Rangers | 10:00:14Postponed | Mynydd Isa Spartans U19s | U19s | 2020 | |
| 2020-03-15 10:00:2815th March 2020 | Johnstown Youth | 10:00:28Postponed | Penyffordd Lions | U19s | 2020 | |
| 2020-03-15 10:00:5815th March 2020 | Holywell Town | 10:00:58Postponed | Buckley Town | U19s | 2020 | |
