| Date | League | Pos | Result | Pos |   | xScore | Perf | Home | Away | Wins | Draws | Losses | Points | Pts/Game |
|---|
| 21 Apr | W Ardal SE | 6 | Undy Athletic 3 - 1 Chepstow Town | 14 |  | 3 - 1  |  |   |  | 0/1 | 0/1 | 1/1 | 0/3 | 0.0 |
| 18 Apr | W Ardal SE | 2 | Cwmbran Town 2 - 1 Chepstow Town | 14 |  | 3 - 1  |  |   |  | 0/2 | 0/2 | 2/2 | 0/6 | 0.0 |
| 11 Apr | W Ardal SE | 13 | Abercarn United 3 - 1 Chepstow Town | 12 |  | 2 - 1  |  |   |  | 0/3 | 0/3 | 3/3 | 0/9 | 0.0 |
| 4 Apr | W Ardal SE | 13 | Chepstow Town 2 - 1 Cwmbran Town | 4 |  | - |  |  |   | 1/4 | 0/4 | 3/4 | 3/12 | 0.8 |
| 21 Mar | W Ardal SE | 3 | Caldicot Town 0 - 0 Chepstow Town | 13 |  | 5 - 2  |  |   |  | 1/5 | 1/5 | 3/5 | 4/15 | 0.8 |
| 14 Mar | W Ardal SE | 13 | Chepstow Town 3 - 2 Abertillery Bluebirds | 16 |  | 1 - 1  |  |  |   | 2/6 | 1/6 | 3/6 | 7/18 | 1.2 |
| 7 Mar | W Ardal SE | 1 | Caerphilly Athletic 3 - 1 Chepstow Town | 13 |  | 4 - 2  |  |   |  | 2/7 | 1/7 | 4/7 | 7/21 | 1.0 |
| 31 Jan | W Ardal SE | 13 | Chepstow Town 3 - 3 Goytre | 2 |  | - |  |  |   | 2/8 | 2/8 | 4/8 | 8/24 | 1.0 |
| 17 Jan | W Ardal SE | 13 | Chepstow Town 1 - 1 Tredegar Town | 15 |  | - |  |  |   | 2/9 | 3/9 | 4/9 | 9/27 | 1.0 |
| 3 Jan | W Ardal SE | 12 | Chepstow Town 2 - 2 Blaenavon Blues | 10 |  | - |  |  |   | 2/10 | 4/10 | 4/10 | 10/30 | 1.0 |
| 22 Nov | W Ardal SE | 10 | Chepstow Town 1 - 2 Caerphilly Athletic | 2 |  | - |  |  |   | 2/11 | 4/11 | 5/11 | 10/33 | 0.9 |
| 8 Nov | W Ardal SE | 9 | Chepstow Town 1 - 1 Brecon Corinthians | 6 |  | - |  |  |   | 2/12 | 5/12 | 5/12 | 11/36 | 0.9 |
| 1 Nov | W Ardal SE | 8 | Chepstow Town 2 - 4 Lliswerry | 11 |  | 2 - 1  |  |  |   | 2/13 | 5/13 | 6/13 | 11/39 | 0.8 |
| 18 Oct | W Ardal SE | 12 | Risca United 0 - 4 Chepstow Town | 9 |  | - |  |   |  | 3/14 | 5/14 | 6/14 | 14/42 | 1.0 |
| 10 Oct | W Ardal SE | 2 | Goytre 2 - 1 Chepstow Town | 8 |  | - |  |   |  | 3/15 | 5/15 | 7/15 | 14/45 | 0.9 |
| 5 Oct | W Ardal SE | 15 | Canton 2 - 1 Chepstow Town | 8 |  | - |  |   |  | 3/16 | 5/16 | 8/16 | 14/48 | 0.9 |
| 27 Sep | W Ardal SE | 16 | Tredegar Town 0 - 1 Chepstow Town | 9 |  | - |  |   |  | 4/17 | 5/17 | 8/17 | 17/51 | 1.0 |
| 12 Sep | W Ardal SE | 10 | Abergavenny Town 1 - 1 Chepstow Town | 9 |  | - |  |   |  | 4/18 | 6/18 | 8/18 | 18/54 | 1.0 |
| 16 Aug | W Ardal SE | 11 | Blaenavon Blues 1 - 1 Chepstow Town | 8 |  | - |  |   |  | 4/19 | 7/19 | 8/19 | 19/57 | 1.0 |
| 12 Aug | W Ardal SE | 12 | Chepstow Town 2 - 1 Canton | 14 |  | - |  |  |   | 5/20 | 7/20 | 8/20 | 22/60 | 1.1 |
| 9 Aug | W Ardal SE | 11 | Chepstow Town 2 - 2 Risca United | 15 |  | - |  |  |   | 5/21 | 8/21 | 8/21 | 23/63 | 1.1 |
| 22 Jul | W Ardal SE | 1 | Lliswerry 1 - 0 Chepstow Town | 12 |  | - |  |   |  | 5/22 | 8/22 | 9/22 | 23/66 | 1.0 |
| 19 Jul | W Ardal SE | - | Chepstow Town 1 - 1 Abercarn United | - |  | - | - |  |   | 5/23 | 9/23 | 9/23 | 24/69 | 1.0 |