Primera ronda
13.09.2008 Afan Lido FC - Cwmamman United 3:0
AFC Llwydcoed - Porthcawl Town 3:0
Berriew FC - Llangollen Town 0:1
Bettws FC - Taff's Well AFC 3:4 pn.
Brickfield Rangers - Nefyn United 4:3
Briton Ferry Athletic - AFC Porth 3:1
Brymbo FC - Mold Alexandra 0:8
Buckley Town - Penycae FC 6:3
Caerau Ely AFC - Pentwyn Dynamos 1:2 pró.
Caerleon AFC - Goytre United 1:4
Caldicot Town - Ammanford AFC 0:1
Cambrian & Clydach - Newcastle Emlyn 4:1
Cardiff Corinthians - Ely Rangers 3:0
Castell Alun Colts - Llandyrnog United 1:0
Cefn United - Rhydymwyn FC no jug.
Conwy United FC - Penrhyncoch FC 2:3 pró.
Croesyceiliog AFC - Maesteg Park Athletic 0:3
Cwmbran Celtic - Garw Athletic 3:1
Denbigh Town - Llanllyfni FC 4:1
Aberaman AFC - Barry Town FC 2:1
Flint Town United - Rhos Aelwyd 4:3
Glan Conwy - Llanrwst United 2:1 pró.
Glantraeth FC - Bala Town 1:6
Grange Quins - Newport Civil Service 1:5 pró.
Guilsfield FC - Ruthin Town 2:0
Halkyn United - Coedpoeth United 4:2 pró.
Hawarden Rangers - Llanfairpwll FC 0:2
Llanberis FC - Bow Street 2:3
Llandudno Junction FC - Penparcau 4:2
Llangefni Town FC - Llandudno FC 3:1
Llangeinor - Dinas Powys 0:2
Llanrug United - Pwllheli FC 0:2
Llanwern AFC - Ton Pentre FC 3:0
Llay Welfare - Amlwch Town 7:1
Mynydd Isa FC - Holyhead Hotspur 5:6 pn.
Nantlle Vale - Chirk AAA no jug.
Newport YMCA - Cwmaman Institute 3:2
Penrhiwceiber Rangers - Pontypridd Town 3:4 pn.
Pontyclun FC - Bridgend Town 1:3 pn.
Risca United - Pontardawe Town 2:0
Tredegar Town - Gresford Athletic 0:1
Treharris Athletic Western - Bryntirion Athletic 1:9
Tywyn & Bryncrug - Bethesda Athletic 4:1
UWIC Inter Cardiff - Cwmbran Town 1:3
Venture - Lex XI 1:2
West End FC - Garden Village 2:3
Segunda ronda
03.10.2008 Carmarthen Town - Bow Street 6:1
Port Talbot Town - Aberaman AFC 1:0
04.10.2008 Aberystwyth Town - Afan Lido FC 3:2 pn.
Airbus UK - Technogroup Welshpool Town 2:1
Bala Town - Prestatyn Town 4:5 pn.
Bangor City - GAP Connah's Quay FC 1:0
Brickfield Rangers - Buckley Town 3:4
Bridgend Town - Cwmbran Town 3:1
Bryntirion Athletic - Cardiff Corinthians 1:2
Cambrian & Clydach - Newtown AFC 0:1
Denbigh Town - Chirk AAA 4:1
Dinas Powys - Briton Ferry Athletic 0:1 pró.
Flint Town United - Mold Alexandra 4:1
Garden Village - Risca United 2:0
Gresford Athletic - Rhydymwyn FC 4:1
Holyhead Hotspur - Llay Welfare 2:1
Lex XI - Glan Conwy 2:1
Llandudno Junction FC - Pwllheli FC 0:2
Llanelli AFC - Neath FC 4:0
Llangefni Town FC - Llanfairpwll FC 3:0
Llangollen Town - Tywyn & Bryncrug 2:1
NEWI Cefn Druids - Halkyn United 4:2
Newport Civil Service - Caersws FC 0:1
Newport YMCA - Cwmbran Celtic 3:2
Penrhyncoch FC - Maesteg Park Athletic 3:2 pró.
Pentwyn Dynamos - Ammanford AFC 1:0
Pontypridd Town - Haverfordwest County 1:4
Porthmadog FC - Caernarfon Town 5:3
Rhyl FC - Castell Alun Colts 8:0
Taff's Well AFC - Goytre United 0:2
The New Saints - Guilsfield FC 4:2
08.10.2008 20:15 Llanwern AFC - AFC Llwydcoed 1:6
Tercera ronda
31.10.2008 20:30 Buckley Town - Airbus UK 1:5
01.11.2008 15:00 AFC Llwydcoed - Flint Town United 1:0
15:00 Bangor City - Garden Village 4:0
15:00 Bridgend Town - Llangefni Town FC 1:0
15:00 Caersws FC - Aberystwyth Town 0:3
15:00 Cardiff Corinthians - Goytre United 0:6
15:00 Gresford Athletic - Prestatyn Town 2:3 pró.
15:00 Lex XI - Porthmadog FC 2:0
15:00 NEWI Cefn Druids - Newtown AFC 1:0
15:00 Newport YMCA - Briton Ferry Athletic 1:0
15:00 Pwllheli FC - Carmarthen Town 0:6
15:00 Rhyl FC - Haverfordwest County 4:0
15:00 The New Saints - Penrhyncoch FC 7:1
15:00 Tywyn & Bryncrug - Llanelli AFC 0:3
15:30 Holyhead Hotspur - Pentwyn Dynamos 2:1
15:30 Port Talbot Town - Denbigh Town 7:0
Octavos de final
30.01.2009 20:30 Airbus UK - NEWI Cefn Druids 2:1
20:30 Port Talbot Town - Llanelli AFC 2:1
31.01.2009 13:15 Bangor City - Rhyl FC 4:2 pn.
14:30 AFC Llwydcoed - Aberystwyth Town 0:3
14:30 Bridgend Town - Lex XI 4:0
15:00 Holyhead Hotspur - Newport YMCA 5:6 pn.
15:00 Prestatyn Town - Goytre United 5:3 pró.
15:00 The New Saints - Carmarthen Town 2:3
Cuartos de final
28.02.2009 14:30 Newport YMCA - Bridgend Town 0:1
15:00 Aberystwyth Town - Prestatyn Town 5:1
15:00 Airbus UK - Bangor City 0:5
15:00 Carmarthen Town - Port Talbot Town 4:1 pn.
Semifinales
11.04.2009 15:00 Bangor City - Bridgend Town 2:1
12.04.2009 15:10 Carmarthen Town - Aberystwyth Town 2:3 pró.
Final
04.05.2009 17:10 Aberystwyth Town - Bangor City 0:2
Welsh Cup
Welsh Cup