[13] Winchester City 1-1 Plymouth Parkway [20] 2023-10-03 18:45
Stadium: The Simplyhealth City Ground Round: 8
Head to Head
| 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 FA Cup Qualification | 2023/09/30 14:00 | Winchester City v Maidstone Utd | L | 0-2 |
| England Southern Premier League South | 2023/09/26 18:45 | Winchester City v Basingstoke | W | 2-1 |
| England Southern Premier League South | 2023/09/23 14:00 | Chesham v Winchester City | W | 1-2 |
| England FA Cup | 2023/09/19 18:45 | Winchester City v Reading City FC | W | 4-1 |
| England FA Cup | 2023/09/16 14:00 | Reading City FC v Winchester City | D | 1-1 |
| England Southern Premier League South | 2023/09/09 14:00 | Didcot Town v Winchester City | L | 1-0 |
| England FA Cup | 2023/09/02 14:00 | Winchester City v Evesham United | W | 3-2 |
| England Southern Premier League South | 2023/08/28 14:00 | Winchester City v Salisbury FC | D | 1-1 |
Away History
| 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 |
| England FA Cup Qualification | 2023/09/19 18:45 | Frome Town v Plymouth Parkway | L | 2-1 |
| England FA Cup | 2023/09/16 14:00 | Plymouth Parkway v Frome Town | D | 2-2 |
| England Southern Premier League South | 2023/09/09 14:00 | Plymouth Parkway v Hanwell Town | L | 1-2 |
| England FA Cup | 2023/09/02 14:00 | Plymouth Parkway v Dorchester | W | 2-0 |
| England Southern Premier League South | 2023/08/28 14:00 | Tiverton Town v Plymouth Parkway | D | 2-2 |
| England Southern Premier League South | 2023/08/26 14:00 | Plymouth Parkway v Hendon | W | 3-0 |