The 1999–2000 FAW Premier Cup was the third season of the tournament since its founding in 1997.
Cardiff City v Aberystwyth Town
Wrexham v Merthyr Tydfil
Barry Town v Cwmbrân Town
Swansea City v Caernarfon Town
Wrexham v Barry Town
Caernarfon Town v Cardiff City
Cardiff City v Caernarfon Town
Barry Town v Wrexham
Wrexham v Cardiff City
