Head to Head
| England Southern Premier League South | 2024/08/24 14:00 | Plymouth Parkway v Winchester City | W | 0-3 |
| England Southern Premier League South | 2024/03/21 19:45 | Plymouth Parkway v Winchester City | D | 1-1 |
| England Southern Premier League South | 2023/10/03 18:45 | Winchester City v Plymouth Parkway | D | 1-1 |
| England Southern Premier League South | 2023/04/18 18:45 | Plymouth Parkway v Winchester City | L | 1-0 |
| England Southern Premier League South | 2023/02/18 15:00 | Winchester City v Plymouth Parkway | W | 2-1 |
| England Southern League Division One | 2022/03/19 15:00 | Plymouth Parkway v Winchester City | L | 1-0 |
Home History
| England Southern Premier League South | 2025/02/08 15:00 | Winchester City v Hanwell Town | D | 1-1 |
| England Southern Premier League South | 2025/02/01 15:00 | Walton & Hersham v Winchester City | L | 4-2 |
| England Southern Premier League South | 2025/01/25 15:00 | Winchester City v Swindon Supermarine | W | 1-0 |
| England Southern Premier League South | 2025/01/18 15:00 | Winchester City v Frome Town | L | 1-3 |
| England Southern Premier League South | 2025/01/11 15:00 | Basingstoke v Winchester City | L | 2-0 |
| England Southern Premier League South | 2025/01/04 15:00 | Winchester City v Marlow | W | 3-1 |
| England Southern Premier League South | 2025/01/01 15:00 | Dorchester v Winchester City | L | 1-0 |
| England Southern Premier League South | 2024/12/28 15:00 | Gosport Borough v Winchester City | W | 1-3 |
Away History
| England Southern Premier League South | 2025/02/08 15:00 | Merthyr Town v Plymouth Parkway | D | 2-2 |
| England Southern Premier League South | 2025/02/01 15:00 | Plymouth Parkway v Chertsey Town | W | 2-1 |
| England Southern Premier League South | 2025/01/25 15:00 | AFC Totton v Plymouth Parkway | L | 4-0 |
| England Southern Premier League South | 2025/01/21 19:45 | Plymouth Parkway v Hanwell Town | L | 0-2 |
| England Southern Premier League South | 2025/01/18 15:00 | Marlow v Plymouth Parkway | W | 0-2 |
| England Southern Premier League South | 2025/01/14 19:45 | Plymouth Parkway v Bracknell Town | D | 3-3 |
| England Southern Premier League South | 2025/01/11 15:00 | Plymouth Parkway v Swindon Supermarine | L | 2-3 |
| England Southern Premier League South | 2025/01/04 15:00 | Basingstoke v Plymouth Parkway | W | 0-1 |