Home History
| England Southern League Premier | 2014/09/06 14:00 | Cirencester v Chippenham Town | D | 1-1 |
| England Southern League Premier | 2014/08/30 14:00 | Chippenham Town v Hungerford Town | L | 0-1 |
| England Southern League Premier | 2014/08/25 14:00 | Chippenham Town v Paulton | D | 1-1 |
| England Southern League Premier | 2014/08/23 14:00 | Histon v Chippenham Town | W | 1-3 |
| England Southern League Premier | 2014/08/19 18:45 | Dorchester v Chippenham Town | W | 0-1 |
| England Southern League Premier | 2014/08/11 18:45 | Redditch v Chippenham Town | L | 2-1 |
| England Southern League Premier | 2014/08/09 14:00 | Biggleswade Town v Chippenham Town | W | 0-2 |
| England Southern League Premier | 2014/04/01 18:45 | Hemel Hempstead v Chippenham Town | L | 2-0 |
Away History
| England Southern League Premier | 2014/09/06 14:00 | Weymouth v Slough | W | 3-2 |
| England Southern League Premier | 2014/08/30 14:00 | Cambridge City v Weymouth | W | 0-1 |
| England Southern League Premier | 2014/08/25 14:00 | Weymouth v Dorchester | W | 2-0 |
| England Southern League Premier | 2014/08/23 14:00 | Weymouth v Hitchin | D | 2-2 |
| England Southern League Premier | 2014/08/16 14:00 | St Neots Town v Weymouth | L | 2-0 |
| England Southern League Premier | 2014/08/12 18:45 | Weymouth v Frome Town | W | 4-2 |
| England Southern League Premier | 2014/08/09 14:00 | Weymouth v Hungerford Town | W | 3-1 |
| England Southern League Premier | 2014/04/15 18:45 | Weymouth v Banbury | L | 0-1 |