Home History
| 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 |
| England Southern League Premier | 2014/03/25 19:45 | Weymouth v Burnham | W | 2-1 |
Away History
| England Southern League Premier | 2014/08/30 14:00 | Dorchester v Chesham | D | 0-0 |
| England Southern League Premier | 2014/08/25 14:00 | Slough v Chesham | W | 0-3 |
| England Southern League Premier | 2014/08/23 14:00 | Chesham v Corby | L | 0-1 |
| England Southern League Premier | 2014/08/20 18:45 | Cambridge City v Chesham | L | 1-0 |
| England Southern League Premier | 2014/08/16 14:00 | Chesham v Redditch | L | 0-1 |
| England Southern League Premier | 2014/08/12 18:45 | Chesham v St Neots Town | D | 3-3 |
| England Southern League Premier | 2014/08/09 14:00 | Truro City v Chesham | W | 0-3 |
| Club Friendly List | 2014/07/28 18:45 | Hendon v Chesham | D | 0-0 |