Head to Head
| England Southern Premier League South | 2020/09/26 14:00 | Wimborne Town v Chesham | W | 0-1 |
| England Southern Premier League South | 2020/02/29 15:00 | Wimborne Town v Chesham | W | 1-2 |
| England Southern Premier League South | 2019/10/19 14:00 | Chesham v Wimborne Town | W | 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 Trophy | 2020/12/19 15:00 | Chesham v Torquay | L | 0-1 |
| England FA Trophy | 2020/12/15 19:45 | Aveley v Chesham | W | 1-3 |
| England FA Trophy | 2020/12/08 19:45 | Weston Super Mare v Chesham | W | 1-3 |
| England FA Trophy | 2020/10/31 15:00 | Chesham v Whyteleafe | W | 5-4 |
| England Southern Premier League South | 2020/10/27 19:45 | Hayes & Yeading v Chesham | D | 2-2 |
| England Southern Premier League South | 2020/10/17 14:00 | Yate Town v Chesham | W | 0-1 |
| England Southern Premier League South | 2020/10/10 14:00 | Chesham v Swindon Supermarine | L | 0-1 |
| England Southern Premier League South | 2020/10/06 18:45 | Harrow Borough v Chesham | W | 1-2 |
Away History
| England Southern Premier League South | 2020/10/27 19:45 | Truro City v Wimborne Town | L | 4-1 |
| England FA Cup Qualification | 2020/10/24 14:00 | Boreham Wood v Wimborne Town | L | 2-0 |
| England Southern Premier League South | 2020/10/17 14:00 | Weston Super Mare v Wimborne Town | W | 1-2 |
| England FA Cup Qualification | 2020/10/13 18:30 | Wimborne Town v Maidstone Utd | W | 5-3 |
| England Southern Premier League South | 2020/10/06 18:45 | Wimborne Town v Farnborough | W | 2-1 |
| England FA Cup | 2020/10/03 14:00 | Wimborne Town v Melksham Town | W | 5-4 |
| England Southern Premier League South | 2020/09/29 18:45 | Dorchester v Wimborne Town | D | 0-0 |
| England Southern Premier League South | 2020/09/26 14:00 | Wimborne Town v Chesham | L | 0-1 |