Home History
| England FA Cup Qualification | 2018/09/22 14:00 | Merthyr Town v Winchester City | W | 1-4 |
| England FA Cup Qualification | 2018/09/11 18:45 | Winchester City v Frome Town | W | 2-1 |
| England FA Cup Qualification | 2018/09/08 14:00 | Frome Town v Winchester City | D | 1-1 |
| Club Friendly List | 2018/08/04 14:00 | Winchester City v Weymouth | D | 2-2 |
| Club Friendly List | 2018/08/01 18:45 | Winchester City v Dorchester | W | 5-1 |
| Club Friendly List | 2018/07/28 14:00 | Winchester City v Eastleigh | W | 2-0 |
| England Southern League Division One | 2018/04/12 18:45 | AFC Totton v Winchester City | L | 1-0 |
| England Southern League Division One | 2018/01/31 19:46 | Kidlington v Winchester City | D | 1-1 |
Away History
| England FA Cup Qualification | 2018/09/22 14:00 | Binfield v Cirencester | W | 0-3 |
| England FA Cup Qualification | 2018/09/08 14:00 | AFC Stoneham v Cirencester | W | 0-7 |
| Club Friendly List | 2018/07/13 18:45 | Cirencester v Cheltenham | L | 0-4 |
| Club Friendly List | 2018/07/04 18:45 | Cirencester v Swindon | L | 1-3 |
| England Southern League Division One | 2018/01/16 19:45 | Cirencester v North Leigh | W | 3-1 |
| England Southern League Division One | 2018/01/09 19:47 | Cirencester v Shortwood Utd | W | 6-1 |
| England Southern League Division One | 2017/08/16 18:48 | Slimbridge v Cirencester | W | 1-3 |
| England Southern League Premier | 2017/04/22 14:00 | Kings Langley v Cirencester | L | 1-0 |