Home History
| England Southern Premier League South | 2018/08/27 14:00 | Kings Langley v Chesham | L | 1-0 |
| England Southern Premier League South | 2018/08/25 14:00 | Chesham v Weymouth | L | 0-5 |
| England Southern Premier League South | 2018/08/18 14:00 | Staines Town v Chesham | L | 3-1 |
| England Southern Premier League South | 2018/08/14 18:45 | Met Police v Chesham | L | 1-0 |
| England Southern Premier League South | 2018/08/11 14:00 | Chesham v Merthyr Town | L | 0-3 |
| Club Friendly List | 2018/08/04 14:00 | Chesham v Wingate & Finchley | W | 3-1 |
| UK Friendlies | 2018/07/24 18:32 | Chesham v Wycombe | L | 1-2 |
| England Southern League Premier | 2018/04/28 14:00 | Chesham v Kings Lynn Town | L | 1-3 |
Away History
| England Southern Premier League South | 2018/08/27 14:00 | Wimborne Town v Poole Town | L | 0-4 |
| England Southern Premier League South | 2018/08/18 14:00 | Wimborne Town v Harrow Borough | W | 5-3 |
| England Southern Premier League South | 2018/08/14 18:45 | Wimborne Town v Dorchester | L | 2-4 |
| England Southern Premier League South | 2018/08/11 14:00 | Farnborough v Wimborne Town | L | 3-1 |
| England Southern League Division One | 2018/05/07 13:58 | Wimborne Town v Swindon Supermarine | D | 0-0 |
| England Southern League Division One | 2018/05/02 18:49 | Wimborne Town v Didcot Town | W | 2-0 |
| England FA Trophy | 2016/11/12 15:00 | Royston Town v Wimborne Town | L | 4-0 |
| England FA Cup | 2015/09/26 14:00 | Wimborne Town v Blackfield & Langley | L | 1-6 |