Head to Head
| England - Southern Premier League South | 2020/02/29 15:00 | Wimborne Town v Chesham | L | 1-2 |
| England - Southern Premier League South | 2019/10/19 14:00 | Chesham v Wimborne Town | L | 1-0 |
| England - Southern Premier League South | 2019/04/27 14:00 | Wimborne Town v Chesham | D | 0-0 |
| England - Southern Premier League South | 2018/09/01 14:00 | Chesham v Wimborne Town | D | 1-1 |
Home History
| England - FA Cup | 2020/09/22 18:45 | Barnstaple Town v Wimborne Town | W | 2-3 |
| England - Southern Premier League South | 2020/09/19 14:00 | Tiverton Town v Wimborne Town | L | 5-0 |
| England - FA Cup - Kval | 2020/09/12 14:00 | Wimborne Town v AFC Portchester | W | 3-0 |
| England - Southern Premier League South | 2020/03/07 15:00 | Dorchester v Wimborne Town | L | 1-0 |
| England - Southern Premier League South | 2020/02/29 15:00 | Wimborne Town v Chesham | L | 1-2 |
| England - Southern Premier League South | 2020/02/25 19:45 | Wimborne Town v Merthyr Town | D | 0-0 |
| England - Southern Premier League South | 2020/02/22 15:00 | Tiverton Town v Wimborne Town | D | 2-2 |
| England - Southern Premier League South | 2020/02/11 19:45 | Weston Super Mare v Wimborne Town | L | 5-0 |
Away History
| England - FA Cup - Kval | 2020/09/22 18:45 | Hastings Utd v Chesham | L | 6-5 |
| England - Southern Premier League South | 2020/09/19 14:00 | Chesham v Gosport Borough | D | 0-0 |
| England - Southern Premier League South | 2020/03/07 15:00 | Chesham v Hartley Wintney | L | 1-2 |
| England - Southern Premier League South | 2020/02/29 15:00 | Wimborne Town v Chesham | W | 1-2 |
| England - Southern Premier League South | 2020/02/22 15:00 | Chesham v Gosport Borough | W | 3-0 |
| England - Southern Premier League South | 2020/02/15 15:00 | Harrow Borough v Chesham | D | 2-2 |
| England - Southern Premier League South | 2020/02/11 19:45 | Chesham v Swindon Supermarine | L | 1-2 |
| England - Southern Premier League South | 2020/02/08 15:00 | Chesham v Merthyr Town | W | 2-0 |