Head to Head
| 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 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 |
| England Southern Premier League South | 2020/02/08 15:00 | Wimborne Town v Beaconsfield | W | 2-0 |
| England Southern Premier League South | 2020/02/01 15:00 | Walton Casuals v Wimborne Town | W | 0-2 |
| England Southern Premier League South | 2020/01/25 15:00 | Wimborne Town v Hendon | L | 0-2 |
| England Southern Premier League South | 2020/01/18 15:00 | Taunton Town v Wimborne Town | L | 3-0 |
| England Southern Premier League South | 2020/01/11 15:00 | Wimborne Town v Blackfield & Langley | W | 2-0 |
Away History
| 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 |
| England Southern Premier League South | 2020/02/01 15:00 | Blackfield & Langley v Chesham | W | 0-2 |
| England Southern Premier League South | 2020/01/25 15:00 | Chesham v Taunton Town | D | 1-1 |
| England Southern Premier League South | 2020/01/21 19:45 | Yate Town v Chesham | L | 4-1 |
| England Southern Premier League South | 2020/01/18 15:00 | Truro City v Chesham | W | 0-1 |