Head to Head
| 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 | W | 1-0 |
| England - Southern Premier League - South | 2023/02/18 15:00 | Winchester City v Plymouth Parkway | L | 2-1 |
| England - Southern League Division One | 2022/03/19 15:00 | Plymouth Parkway v Winchester City | W | 1-0 |
Home History
| England - Southern Premier League - South | 2024/02/24 15:00 | Basingstoke v Plymouth Parkway | L | 1-0 |
| England - Southern Premier League - South | 2024/01/30 19:45 | Plymouth Parkway v Beaconsfield | L | 0-1 |
| England - Southern Premier League - South | 2024/01/27 15:00 | Dorchester v Plymouth Parkway | D | 0-0 |
| England - Southern Premier League - South | 2024/01/23 19:45 | Hayes & Yeading v Plymouth Parkway | W | 0-2 |
| England - Southern Premier League - South | 2024/01/20 15:00 | Plymouth Parkway v Hungerford Town | W | 6-2 |
| England - Southern Premier League - South | 2024/01/13 15:00 | Gosport Borough v Plymouth Parkway | D | 1-1 |
| England - Southern Premier League - South | 2023/12/26 15:00 | Plymouth Parkway v Tiverton Town | D | 1-1 |
| England - Southern Premier League - South | 2023/12/23 15:00 | Hendon v Plymouth Parkway | W | 0-2 |
Away History
| England - Southern Premier League - South | 2024/02/24 15:00 | Harrow Borough v Winchester City | W | 1-2 |
| England - Southern Premier League - South | 2024/02/17 15:00 | Winchester City v Hanwell Town | D | 1-1 |
| England - Southern Premier League - South | 2024/02/06 19:45 | Winchester City v Swindon Supermarine | D | 2-2 |
| England - Southern Premier League - South | 2024/02/03 15:00 | Winchester City v Chesham | L | 0-3 |
| England - Southern Premier League - South | 2024/01/30 19:45 | Winchester City v Tiverton Town | W | 2-1 |
| England - Southern Premier League - South | 2024/01/27 15:00 | Basingstoke v Winchester City | W | 0-2 |
| England - Southern Premier League - South | 2024/01/23 19:45 | Winchester City v Didcot Town | L | 1-2 |
| England - Southern Premier League - South | 2024/01/20 15:00 | Walton & Hersham v Winchester City | L | 3-1 |