| Pontardawe Town 1st
Team Fixtures 1999/2000
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| Date | Opponents | Score |
Comp | Scorers | ||
| Aug 14 | Bridgend Town | A | 0-3 | L | League | |
| Aug 21 | Aberaman | A | 4-1 | W | League | Beanimous 2, Matthews, Miller |
| Aug 24 | Port Talbot | A | 0-3 | L | League | |
| Sept 04 | UWIC | A | 1-3 | L | League | Miller |
| Sept 12 | Tredegar Town | H | 4-2 | W | FLC 1 | Emmanuel 2, Miller 2 |
| Sept 15 | Maesteg Park | A | 1-1 | D | League | Rees |
| Sept 19 | Tredegar Town | A | 0-3 | L | Welsh Cup 1 | |
| Sept 25 | Penrhiwceiber | A | 3-3 | D | League | Matthews, Burrows, Quinn |
| Oct 02 | Briton Ferry | H | 2-1 | W | League | Richards, Burrows |
| Oct 10 | Cardiff Corries | A | 1-5 | L | League | Burrows |
| Oct 16 | Cardiff Corries | H | 1-1 | D | League | Andrews |
| Oct 23 | Ammanford | H | 2-4 | L | League | Quinn 2 |
| Nov 06 | Cardiff Civil Service | H | 0-3 | L | League | |
| Nov 13 | Pontyclun | A | 4-0 | W | FLC 2 | Quinn 2, Matthews, Richards |
| Nov 20 | Treowen Stars | A | 2-1 | W | League | Quinn, Rees |
| Nov 27 | Goytre United | H | 4-0 | W | League | Rees 2, Quinn, Moran |
| Dec 04 | Porth Tywyn Suburbs | A | 1-1 | D | League | Quinn |
| Dec 18 | BP Llandarcy | A | 2-0 | W | League | Singh, Moran |
| Jan 08 | Aberaman | H | 0-0 | D | League | |
| Jan 15 | Port Talbot | H | 1-3 | L | League | Miller |
| Jan 22 | UWIC | H | 2-1 | W | League | Richards, Miller |
| Jan 29 | Ton Pentre | A | 0-1 | L | League | |
| Feb 05 | Ton Pentre | A | 1-1 | L | FLC 3 | |
| (3-4 pen) | ||||||
| Feb 12 | Maesteg Park | H | 2-2 | D | League | Miller, Winchester |
| Feb 26 | Briton Ferry | A | 0-1 | L | League | |
| Mar 04 | Ammanford | A | League | |||
| Mar 11 | Bridgend Town | H | League | |||
| Mar 18 | Cardiff Civil Service | A | League | |||
| Mar 25 | Gwynfi United | H | League | |||
| Apr 01 | Treowen Stars | H | League | |||
| Apr 04 | Penrhiwceiber | H | League | |||
| Apr 08 | Goytre United | A | League | |||
| Apr 15 | Porth Tywyn Suburbs | H | League | |||
| Apr 18 | BP Llandarcy | H | League | |||
| Apr 26 | Gwynfi United | A | League | |||
| Apr 29 | Ton Pentre | H | League | |||
| May 06 | AFC Rhondda | A | League | |||
| To be re-arranged: AFC Rhondda H
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