| Sunday 5. May 2019 |
| |
Welsh Cup - Playoffs | 2018-2019 |
Odds 1x2 |
| Gap Connah's Quay | 0 - 3
| The New Saints | 4.84 | 4.01 | 1.56 |
| |
| Sunday 31. March 2019 |
| |
| Cardiff MU | 0 - 3
| Gap Connah's Quay | 4.81 | 3.87 | 1.62 |
| |
| Saturday 30. March 2019 |
| |
| The New Saints | 2 - 0
| Barry Town | 1.31 | 4.90 | 7.58 |
| |
| Saturday 2. March 2019 |
| |
| Barry Town | 3 - 2
| Cambrian & Clydach Vale | 1.33 | 4.72 | 7.04 |
| Bala Town | 0 - 1
AET
| Cardiff MU | 1.89 | 3.63 | 3.27 |
| Llandudno | 1 - 8
| The New Saints | 10.67 | 6.93 | 1.16 |
| |
| Friday 1. March 2019 |
| |
| Caernarfon Town | 1 - 2
| Gap Connah's Quay | 4.68 | 3.77 | 1.60 |
| |
| Saturday 26. January 2019 |
| |
| Bangor City | 1 - 2
| Caernarfon Town | 2.81 | 3.56 | 2.12 |
| Aberystwyth Town | 1 - 3
| Cardiff MU | 2.64 | 3.46 | 2.33 |
| Airbus UK Broughton | 2 - 5
| The New Saints | 5.59 | 4.55 | 1.40 |
| Barry Town | 3 - 2
| Cefn Druids AFC | 1.43 | 4.53 | 5.52 |
| Cambrian & Clydach Vale | 2 - 1
pen
| Rhyl FC | 2.10 | 3.58 | 2.82 |
| Carmarthen Town | 1 - 3
| Gap Connah's Quay | 5.59 | 4.07 | 1.46 |
| Haverfordwest County | 0 - 4
AET
| Bala Town | 3.78 | 4.03 | 1.67 |
| Llangefni Town | 1 - 3
| Llandudno | 6.12 | 5.05 | 1.34 |
| |
| Saturday 8. December 2018 |
| |
| Airbus UK Broughton | 2 - 1
pen
| Porthmadog | 1.58 | 4.00 | 4.48 |
| Briton Ferry | 2 - 3
| Llandudno | | | |
| Denbigh Town | 1 - 2
| Cambrian & Clydach Vale | 2.31 | 3.81 | 2.41 |
| Goytre United | 0 - 3
| Carmarthen Town | 4.37 | 4.05 | 1.59 |
| Guilsfield | 2 - 4
AET
| Gap Connah's Quay | 4.19 | 4.00 | 1.61 |
| Newtown AFC | 1 - 2
| Rhyl FC | 1.46 | 4.18 | 5.47 |
| Ton Pentre | 1 - 4
| Cardiff MU | | | |
| |
| Friday 7. December 2018 |
| |
| Bangor City | 4 - 1
| Holyhead Hotspur | 1.29 | 4.99 | 7.58 |
| Barry Town | 4 - 1
AET
| Penybont | 1.57 | 3.89 | 4.84 |
| Prestatyn Town | 0 - 3
| Caernarfon Town | 4.31 | 4.08 | 1.60 |
| |
| Saturday 10. November 2018 |
| |
| Buckley Town | 1 - 3
| Denbigh Town | | | |
| Pontypridd United | 6 - 3
| Goytre AFC | | | |
| Rhyl FC | 3 - 1
| Caersws | | | |
| Cwmbran Town | 1 - 2
| Ton Pentre | | | |
| Llanfair United | 1 - 4
| Porthmadog | | | |
| |
| Saturday 20. October 2018 |
| |
| Caersws | 3 - 2
AET
| Holywell Town | | | |
| Cambrian & Clydach Vale | 5 - 0
| Port Talbot Town | | | |
| Conwy Borough | 1 - 2
| Rhyl FC | | | |
| Cwmbran Town | 3 - 2
| Afan Lido | | | |
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