Home History
| Club Friendly List | 2023/07/01 14:00 | Badshot v Aldershot | L | 0-3 |
| England FA Cup Qualification | 2019/09/21 14:00 | Badshot v Hayes & Yeading | L | 0-4 |
| England FA Cup | 2019/09/07 14:00 | South Park v Badshot | W | 1-3 |
Away History
| England Southern Premier League South | 2023/04/22 14:00 | Tiverton Town v Winchester City | W | 2-4 |
| England Southern Premier League South | 2023/04/18 18:45 | Plymouth Parkway v Winchester City | L | 1-0 |
| England Southern Premier League South | 2023/04/15 14:00 | Winchester City v Hanwell Town | L | 0-3 |
| England Southern Premier League South | 2023/04/10 14:00 | Salisbury FC v Winchester City | W | 1-2 |
| England Southern Premier League South | 2023/04/08 14:00 | Winchester City v Hayes & Yeading | W | 3-0 |
| England Southern Premier League South | 2023/04/04 19:00 | Weston Super Mare v Winchester City | L | 3-1 |
| England Southern Premier League South | 2023/03/25 15:00 | Winchester City v Beaconsfield | W | 4-0 |
| England Southern Premier League South | 2023/03/18 15:00 | Chesham v Winchester City | D | 1-1 |