Head to Head
| England FA Cup Qualification | 2018/10/06 14:00 | Winchester City v Cirencester | L | 3-0 |
Home History
| England Southern League Division One | 2022/04/16 14:00 | Bideford v Cirencester | W | 0-2 |
| England Southern League Division One | 2022/01/11 19:45 | Cirencester v Larkhall Athletic | D | 1-1 |
| England Southern League Division One | 2022/01/08 15:00 | Cirencester v Melksham Town | W | 3-1 |
| England Southern League Division One | 2021/12/27 15:00 | Cirencester v Evesham United | W | 3-1 |
| England Southern League Division One | 2021/12/07 19:45 | Cirencester v Cinderford | W | 2-0 |
| England Southern League Division One | 2021/11/06 15:00 | Plymouth Parkway v Cirencester | L | 1-0 |
| England FA Trophy | 2021/10/09 14:00 | Cirencester v Kidlington | W | 5-1 |
| England FA Cup Qualification | 2021/10/02 14:00 | Hungerford Town v Cirencester | L | 3-2 |
Away History
| 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 |
| England Southern League Division One | 2022/02/01 19:45 | Winchester City v Sholing | W | 3-1 |
| England Southern League Division One | 2022/01/07 19:45 | Winchester City v AFC Totton | W | 3-1 |
| England Southern League Division One | 2021/08/18 18:45 | Slimbridge v Winchester City | D | 1-1 |
| Club Friendly List | 2021/08/03 18:45 | Met Police v Winchester City | D | 1-1 |
| UK Friendlies | 2021/07/17 14:00 | Winchester City v Poole Town | L | 2-6 |