Home History
| England Southern Premier League South | 2022/08/13 14:00 | North Leigh v Met Police | L | 0-2 |
| England Southern Premier League South | 2022/08/06 14:00 | Dorchester v North Leigh | L | 2-1 |
| Club Friendly List | 2022/07/09 11:30 | North Leigh v Oxford Utd | L | 1-3 |
| England Southern League Division One | 2022/04/26 18:45 | Berkhamsted v North Leigh | W | 1-2 |
| England FA Trophy | 2021/10/09 14:00 | North Leigh v Binfield | L | 3-6 |
| England Southern League Division One | 2021/09/21 18:45 | North Leigh v Berkhamsted | L | 0-1 |
| England FA Trophy | 2020/12/08 19:45 | North Leigh v Frome Town | L | 0-1 |
| England FA Trophy | 2020/10/30 19:30 | Wantage v North Leigh | W | 1-4 |
Away History
| England Southern Premier League South | 2022/08/13 14:00 | Harrow Borough v Winchester City | D | 1-1 |
| England Southern Premier League South | 2022/08/06 14:00 | Winchester City v Poole Town | L | 0-3 |
| Club Friendly List | 2022/08/02 18:45 | Horsham v Winchester City | L | 2-1 |
| Club Friendly List | 2022/07/26 18:45 | Winchester City v Sholing | D | 2-2 |
| England Southern League Division One | 2022/04/26 18:45 | Cirencester v Winchester City | W | 1-4 |
| England Southern League Division One | 2022/03/19 15:00 | Plymouth Parkway v Winchester City | L | 1-0 |
| England Southern League Division One | 2022/03/09 19:30 | Willand Rovers v Winchester City | W | 1-3 |
| England Southern League Division One | 2022/02/12 15:00 | Winchester City v Cinderford | W | 3-1 |