Genero Adran Trophy holders Cardiff City have been drawn away to Connah’s Quay Nomads in the round of 16.
The eight Genero Adran Premier teams were seeded in the draw, while the eight teams who progressed from the group stage were unseeded.
Last season’s runners-up Swansea City are at home against Llanfair United, while Wrexham face a trip to south Wales to face Cwmbran Celtic.
Penybont and Flint Town United both earned maximum points in the group stage, with both being drawn away against Briton Ferry Llansawel and Barry Town United respectively.
Caldicot Town mark their first appearance in the knockout stage for three years with a home tie against The New Saints.
Matches are set to be played on Sunday, 10 November.
Genero Adran Trophy round of 16 draw:
Ties to be played Sunday, 10 November.
Llandudno v Aberystwyth Town
Connah’s Quay Nomads v Cardiff City
Swansea City v Llanfair United
Cascade v Cardiff Met
Briton Ferry Llansawel v Penybont
Caldicot Town v The New Saints
Cwmbran Celtic v Wrexham
Barry Town United v Flint Town United