Grupo 1
18.08.2009 20:30 Port Talbot Town - Neath FC 2:1
25.08.2009 20:30 Neath FC - Carmarthen Town 0:0
01.09.2009 20:30 Carmarthen Town - Port Talbot Town 0:1
22.09.2009 20:30 Carmarthen Town - Neath FC 2:3
29.09.2009 20:30 Neath FC - Port Talbot Town 1:4
06.10.2009 20:30 Port Talbot Town - Carmarthen Town 1:1
Grupo 2
18.08.2009 20:30 Aberystwyth Town - Haverfordwest County 0:0
25.08.2009 20:30 Haverfordwest County - Llanelli AFC 1:1
15.09.2009 20:30 Haverfordwest County - Aberystwyth Town 1:2
22.09.2009 20:30 Llanelli AFC - Haverfordwest County 2:0
06.10.2009 20:30 Aberystwyth Town - Llanelli AFC 2:2
20.10.2009 20:30 Llanelli AFC - Aberystwyth Town 8:1
Grupo 3
18.08.2009 20:30 Caersws FC - GAP Connah's Quay FC 0:0
25.08.2009 20:30 GAP Connah's Quay FC - Porthmadog FC 3:2
01.09.2009 20:30 Porthmadog FC - Caersws FC 2:0
08.09.2009 20:30 GAP Connah's Quay FC - Caersws FC 3:1
22.09.2009 20:30 Porthmadog FC - GAP Connah's Quay FC 4:0
06.10.2009 20:30 Caersws FC - Porthmadog FC 1:1
Grupo 4
18.08.2009 20:30 Prestatyn Town - Airbus UK 2:2
25.08.2009 19:30 Airbus UK - Rhyl FC 1:2
01.09.2009 20:30 Rhyl FC - Prestatyn Town 2:1
09.09.2009 20:30 Airbus UK - Prestatyn Town 0:2
22.09.2009 20:30 Rhyl FC - Airbus UK 4:0
06.10.2009 20:30 Prestatyn Town - Rhyl FC 0:3
Grupo 5
18.08.2009 20:30 Elements Cefn Druids - Bala Town 0:4
25.08.2009 20:30 Bala Town - Technogroup Welshpool Town 1:2
01.09.2009 20:30 Technogroup Welshpool Town - Elements Cefn Druids 5:2
08.09.2009 20:30 Bala Town - Elements Cefn Druids 2:1
22.09.2009 20:30 Technogroup Welshpool Town - Bala Town 0:0
06.10.2009 20:30 Elements Cefn Druids - Technogroup Welshpool Town 2:4
Grupo 6
18.08.2009 20:30 Newtown AFC - Bangor City 1:2
25.08.2009 20:30 Bangor City - The New Saints 0:2
01.09.2009 20:45 The New Saints - Newtown AFC 2:2
15.09.2009 20:30 Bangor City - Newtown AFC 3:0
22.09.2009 20:45 The New Saints - Bangor City 5:2
06.10.2009 20:30 Newtown AFC - The New Saints 2:4
Cuartos de final
27.10.2009 20:30 Bala Town - GAP Connah's Quay FC 2:3
20:30 Porthmadog FC - Rhyl FC 1:4
20:30 Port Talbot Town - Technogroup Welshpool Town 3:1
20:45 The New Saints - Llanelli AFC 4:1
Semifinales
10.11.2009 20:30 Port Talbot Town - The New Saints 0:0
20:30 GAP Connah's Quay FC - Rhyl FC 2:1
17.11.2009 20:30 Rhyl FC - GAP Connah's Quay FC 4:0
18.11.2009 20:45 The New Saints - Port Talbot Town 2:0
Final
27.04.2010 20:30 Rhyl FC - The New Saints 1:3
League Cup
League Cup