Head to Head
| 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 | 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 | 2024/08/17 14:00 | Havant and W v Plymouth Parkway | D | 1-1 |
| England Southern Premier League South | 2024/08/13 18:45 | Gloucester v Plymouth Parkway | L | 3-2 |
| England Southern Premier League South | 2024/08/10 14:00 | Plymouth Parkway v Basingstoke | L | 1-3 |
| Club Friendly List | 2024/07/23 18:30 | Bideford v Plymouth Parkway | L | 3-0 |
| Club Friendly List | 2024/07/19 18:30 | Buckland Athletic v Plymouth Parkway | W | 1-2 |
| England Southern Premier League South | 2024/04/27 14:00 | Beaconsfield v Plymouth Parkway | D | 1-1 |
| England Southern Premier League South | 2024/04/24 18:45 | Plymouth Parkway v Hayes & Yeading | W | 3-1 |
| England Southern Premier League South | 2024/04/22 18:45 | Plymouth Parkway v AFC Totton | L | 0-3 |
Away History
| England Southern Premier League South | 2024/08/18 14:00 | Winchester City v Gosport Borough | L | 0-2 |
| England Southern Premier League South | 2024/08/14 18:45 | Winchester City v Wimborne Town | L | 2-4 |
| England Southern Premier League South | 2024/08/10 14:00 | Marlow v Winchester City | D | 1-1 |
| Club Friendly List | 2024/07/16 18:45 | AFC Stoneham v Winchester City | D | 1-1 |
| Club Friendly List | 2024/07/12 18:45 | Ascot Utd v Winchester City | W | 0-1 |
| England Southern Premier League South | 2024/04/27 14:00 | Swindon Supermarine v Winchester City | L | 3-0 |
| England Southern Premier League South | 2024/04/20 14:00 | Winchester City v Beaconsfield | W | 1-0 |
| England Southern Premier League South | 2024/04/18 18:45 | Tiverton Town v Winchester City | L | 2-0 |