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 | 2023/11/11 15:00 | Walton & Hersham v Plymouth Parkway | W | 1-2 |
| England Southern Premier League South | 2023/10/24 18:45 | Salisbury FC v Plymouth Parkway | L | 2-1 |
| England Southern Premier League South | 2023/10/21 14:00 | Plymouth Parkway v Basingstoke | D | 1-1 |
| England Southern Premier League South | 2023/10/14 14:00 | Merthyr Town v Plymouth Parkway | D | 1-1 |
| England FA Trophy | 2023/10/07 14:00 | AFC Totton v Plymouth Parkway | L | 2-1 |
| England Southern Premier League South | 2023/10/03 18:45 | Winchester City v Plymouth Parkway | D | 1-1 |
| England Southern Premier League South | 2023/09/26 18:45 | Plymouth Parkway v Dorchester | W | 5-0 |
| England Southern Premier League South | 2023/09/23 14:00 | Harrow Borough v Plymouth Parkway | L | 2-1 |
Away History
| England Southern Premier League South | 2023/11/14 19:45 | Hungerford Town v Winchester City | D | 2-2 |
| England Southern Premier League South | 2023/11/11 15:00 | Beaconsfield v Winchester City | W | 1-2 |
| England Southern Premier League South | 2023/10/24 18:45 | Merthyr Town v Winchester City | W | 1-2 |
| England Southern Premier League South | 2023/10/21 14:00 | Winchester City v Harrow Borough | L | 1-2 |
| England Southern Premier League South | 2023/10/14 14:00 | Hanwell Town v Winchester City | D | 4-4 |
| England FA Trophy | 2023/10/07 14:00 | Winchester City v Hungerford Town | L | 3-5 |
| England Southern Premier League South | 2023/10/03 18:45 | Winchester City v Plymouth Parkway | D | 1-1 |
| England FA Cup Qualification | 2023/09/30 14:00 | Winchester City v Maidstone Utd | L | 0-2 |