| 2019-08-03 14:30:513rd August 2019 | Buckley Town  | 0 - 2 |  Rhyl | Nathaniel MG Cup | | Recap |
223 |
| 2019-08-24 14:30:0824th August 2019 | Buckley Town | 3 - 2 |  Porthmadog | JD Cymru North | | Recap |
278 |
| 2019-08-27 19:30:4927th August 2019 | Bangor City  | 3 - 1 | Buckley Town | JD Cymru North | | Recap |
156 |
| 2019-08-31 14:30:0631st August 2019 | Buckley Town | 0 - 3 |  Flint Town Utd | JD Cymru North | | Recap |
255 |
| 2019-09-04 19:30:184th September 2019 | Buckley Town | 4 - 0 |  Corwen | NEWFA Challenge Cup | | Recap |
77 |
| 2019-09-07 14:30:147th September 2019 | Llangefni Town  | 2 - 2 | Buckley Town | JD Cymru North | | Recap |
153 |
| 2019-09-10 19:30:1210th September 2019 | Buckley Town | 2 - 1 |  Llandudno | JD Cymru North | | Recap |
248 |
| 2019-09-13 19:45:3813th September 2019 | Prestatyn Town  | 2 - 1 | Buckley Town | JD Cymru North | | Recap |
286 |
| 2019-09-21 14:30:1321st September 2019 | Buckley Town | 2 - 4 |  Llanrhaeadr | JD Cymru North | | Recap |
257 |
| 2019-09-28 14:30:2928th September 2019 | Ruthin Town  | 3 - 1 | Buckley Town | JD Cymru North | | Recap |
174 |
| 2019-10-05 14:30:255th October 2019 | Buckley Town | 2 - 1 |  Llanfair United | JD Cymru North | | Recap |
285 |
| 2019-10-12 14:30:5912th October 2019 | Penrhyncoch  | 2 - 1 | Buckley Town | JD Cymru North | | Recap |
78 |
| 2019-10-19 14:00:5519th October 2019 | Blaenau Ffestiniog Amateurs  | 0 - 2 | Buckley Town | JD Welsh Cup | | Recap |
100 |
| 2019-10-26 14:30:3726th October 2019 | Corwen | 14:30:37Postponed | Buckley Town | JD Cymru North | | Recap |
- |
| 2019-11-09 14:30:589th November 2019 | Holyhead Hotspur  | 0 - 3 | Buckley Town | JD Welsh Cup | | Recap |
78 |
| 2019-11-12 19:45:3112th November 2019 | Rhyl | 4 - 1 | Buckley Town | JD Cymru North | | Recap |
- |
| 2019-11-16 14:30:4516th November 2019 | Buckley Town | 14:30:45Postponed |  Colwyn Bay | JD Cymru North | | Recap |
- |
| 2019-11-20 19:30:2820th November 2019 | Buckley Town | 19:30:287:30 pm |  Gresford Athletic | JD Cymru North | | Preview |
- |
| 2019-11-23 14:30:1323rd November 2019 | Conwy Borough  | 14:30:132:30 pm | Buckley Town | JD Cymru North | | Preview |
- |
| 2019-11-26 19:45:0926th November 2019 | Buckley Town | 19:45:097:45 pm |  Guilsfield | JD Cymru North | | Preview |
- |
| 2019-12-14 14:30:3314th December 2019 | Porthmadog | 14:30:332:30 pm | Buckley Town | JD Cymru North | | Preview |
- |
| 2019-12-21 14:30:5721st December 2019 | Buckley Town | 14:30:572:30 pm | Bangor City | JD Cymru North | | Preview |
- |
| 2019-12-28 13:30:5628th December 2019 | Cefn Druids  | 13:30:56Postponed | Buckley Town | NEWFA Challenge Cup | | Preview |
- |
| 2019-12-28 14:30:4928th December 2019 | Flint Town Utd | 14:30:492:30 pm | Buckley Town | JD Cymru North | | Preview |
- |
| 2020-01-01 14:30:231st January 2020 | Buckley Town | 14:30:232:30 pm | Llangefni Town | JD Cymru North | | Preview |
- |
| 2020-01-11 14:30:5111th January 2020 | Llandudno | 14:30:512:30 pm | Buckley Town | JD Cymru North | | Preview |
- |
| 2020-01-18 14:30:3918th January 2020 | Buckley Town | 14:30:392:30 pm | Prestatyn Town | JD Cymru North | | Preview |
- |
| 2020-02-08 14:30:288th February 2020 | Llanrhaeadr | 14:30:282:30 pm | Buckley Town | JD Cymru North | | Preview |
- |
| 2020-02-15 14:30:1215th February 2020 | Buckley Town | 14:30:122:30 pm | Ruthin Town | JD Cymru North | | Preview |
- |
| 2020-02-22 14:30:1922nd February 2020 | Llanfair United | 14:30:192:30 pm | Buckley Town | JD Cymru North | | Preview |
- |
| 2020-03-07 14:30:407th March 2020 | Buckley Town | 14:30:402:30 pm | Penrhyncoch | JD Cymru North | | Preview |
- |
| 2020-03-14 14:30:2814th March 2020 | Guilsfield | 14:30:282:30 pm | Buckley Town | JD Cymru North | | Preview |
- |
| 2020-03-21 14:30:5321st March 2020 | Buckley Town | 14:30:532:30 pm | Corwen | JD Cymru North | | Preview |
- |
| 2020-03-28 14:30:3528th March 2020 | Gresford Athletic | 14:30:352:30 pm | Buckley Town | JD Cymru North | | Preview |
- |
| 2020-04-11 14:30:1911th April 2020 | Buckley Town | 14:30:192:30 pm | Rhyl | JD Cymru North | | Preview |
- |
| 2020-04-18 14:30:3818th April 2020 | Colwyn Bay | 14:30:382:30 pm | Buckley Town | JD Cymru North | | Preview |
- |
| 2020-04-25 14:30:2025th April 2020 | Buckley Town | 14:30:202:30 pm | Conwy Borough | JD Cymru North | | Preview |
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