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The 2008–09 FAW Welsh Cup was the 122nd season of the annual knockout tournament for competitive football teams in Wales, excluding those who play in the English League System. The 2008–09 tournament commenced on 16 August 2008, and was covered live and exclusive on S4C in the UK.
Calendar
| Round | Date | Fixtures | New entrants | Prize money |
|---|---|---|---|---|
| Preliminary Round | 16 August 2008 | 22 | 44 | |
| First Round | 13 September 2008 | 46 | 70 | |
| Second Round | 4 October 2008 | 32 | 18 | Losers: £500 |
| Third Round | 1 November 2008 | 16 | Losers: £1,000 | |
| Fourth Round | 31 January 2009 | 8 | Losers: £2,500 | |
| Quarterfinals | 28 February 2009 | 4 | Losers: £5,000 | |
| Semifinals | 11 April 2009 | 2 | Losers: £10,000 | |
| Final | 4 May 2009 | 1 | Winner: £25,000; Loser: £15,000 |
Preliminary round
The games were played on 16 August 2008.
South
| Team 1 | Score | Team 2 |
|---|---|---|
| Aberbargoed Buds | 3–4 | Cwmaman Institute |
| AFC Llwydcoed | 4–2 | Ystradgynlais |
| Briton Ferry Athletic | 2–1 | Troedyrhiw |
| Carno | 1–3 | Tredegar Town |
| Cwmamman United | 4–2 | Llansawel |
| Goytre | 1–3 | Newport Civil Service |
| Llantwit Fardre | 0–2 | AFC Porth |
| Merthyr Saints | 0–9 | Pontyclun |
| Porthcawl Town | 2–1 | Monmouth Town |
| Risca United | 2–2 (aet, p. 3–2) | Seven Sisters |
First match was postponed and the replay was held at Lock’s Lane, Porthcawl on 3 September 2008
Mid
| Team 1 | Score | Team 2 |
|---|---|---|
| Tywyn/Bryncrug | 2–0 | Newbridge-on-Wye |
| Castell Alun Colts | 4–0 | Presteigne St Andrews |
| Venture Community | 2–1 | Dyffryn Banw |
| Borras Park Albion | 2–3 | Brickfield Rangers |
| Glyn Ceiriog | 0–6 | Coedpoeth United |
| Bow Street | 4–2 | Overton Recreation |
North
| Team 1 | Score | Team 2 |
|---|---|---|
| Bethesda Athletic | 7–0 | Corwen |
| Holywell Town | 1–2 | Nefyn United |
| Kerry | 0–2 | Llanberis |
| Llanllyfni | 4–2 | Llanfyllin Town |
| Llanrug United | 5–1 | Llanrhaeadr Ym Mochnant |
| Rhayader Town | 2–4 | Pwllheli |
First round
The matches were played on 13 September 2008.
Second round
The matches were played between 3 and 10 October 2008.
Third round
The matches were played on 31 October and 1 November 2008.
| Team 1 | Score | Team 2 |
|---|---|---|
| Bangor City | 4–0 | Garden Village |
| Bridgend Town | 1–0 | Llangefni Town |
| Buckley Town | 1–5 | Airbus UK Broughton |
| Caersws | 0–3 | Aberystwyth Town |
| Cardiff Corinthians | 0–6 | Goytre United |
| Gresford Athletic | 2–3 (aet) | Prestatyn Town |
| Holyhead Hotspur | 2–1 | Pentwyn Dynamos |
| Lex XI | 2–0 | CPD Porthmadog |
| AFC Llwydcoed | 1–0 | Flint Town United |
| NEWI Cefn Druids | 1–0 | Newtown |
| Newport YMCA | 1–0 | Briton Ferry Athletic |
| Port Talbot Town | 7–0 | Denbigh Town |
| Pwllheli | 0–6 | Carmarthen Town |
| Rhyl | 4–0 | Haverfordwest County |
| The New Saints | 7–1 | CPD Penrhyncoch |
| Tywyn/Bryncrug | 0–3 | Llanelli |
Fourth round
The matches were played on 30 and 31 January 2009.
| Team 1 | Score | Team 2 |
|---|---|---|
| Holyhead Hotspur | 1–1 (aet, p. 5–6) | Newport YMCA |
| Airbus UK Broughton | 2–1 | NEWI Cefn Druids |
| Prestatyn Town | 5–3 (aet) | Goytre United |
| The New Saints | 2–3 | Carmarthen Town |
| Port Talbot Town | 2–1 | Llanelli |
| Bridgend Town | 4–0 | Lex XI |
| AFC Llwydcoed | 0–3 | Aberystwyth Town |
| Bangor City | 1–1 (aet, p. 4–2) | Rhyl |
Quarterfinals
| Newport YMCA | 0–1 | Bridgend Town |
|---|---|---|
Plant  62' |
| Aberystwyth Town | 5–1 | Prestatyn Town |
|---|---|---|
| Kellaway 27' Venables 45'Evans 55' 67' 74' |
Hoult 5' |
| Carmarthen Town | 1–1 (aet) | Port Talbot Town |
|---|---|---|
| Fowler 118' |
Rose 102' |
|
| Penalties | ||
| 4–1 | ||
| Airbus UK Broughton | 0–5 | Bangor City |
|---|---|---|
| Seargeant 46' Davies 48' 65'Hoy 60'Edwards 64' |
Semifinals
| Bangor City | 2–1 | Bridgend Town |
|---|---|---|
| Seargeant 20' Killackey 76' |
Outlow 18' |
| Aberystwyth Town | 3–2 (aet) | Carmarthen Town |
|---|---|---|
| Kellaway 25' 45' Thomas 97' |
Hudgell 66' Palmer 90' |
Final
| Aberystwyth Town | 0–2 | Bangor City |
|---|---|---|
| Davies 44' Seargeant 50' |
