Head to Head
| England Southern Premier League South | 2023/12/05 19:45 | Winchester City v Bracknell Town | L | 5-0 |
| England Southern Premier League South | 2023/01/28 15:00 | Bracknell Town v Winchester City | W | 3-1 |
| England Southern Premier League South | 2022/11/01 19:45 | Winchester City v Bracknell Town | W | 2-3 |
Home History
| England Southern Premier League South | 2024/04/10 18:45 | AFC Totton v Bracknell Town | L | 3-2 |
| England Southern Premier League South | 2024/04/06 14:00 | Basingstoke v Bracknell Town | W | 1-3 |
| England Southern Premier League South | 2024/04/01 14:00 | Bracknell Town v Sholing | W | 5-1 |
| England Southern Premier League South | 2024/03/29 15:00 | Hungerford Town v Bracknell Town | L | 3-1 |
| England Southern Premier League South | 2024/03/23 15:00 | Bracknell Town v Plymouth Parkway | W | 2-0 |
| England Southern Premier League South | 2024/03/16 15:00 | Hanwell Town v Bracknell Town | W | 1-2 |
| England Southern Premier League South | 2024/03/09 15:00 | Bracknell Town v Merthyr Town | W | 3-2 |
| England Southern Premier League South | 2024/03/02 15:00 | Bracknell Town v Harrow Borough | D | 1-1 |
Away History
| England Southern Premier League South | 2024/04/09 19:00 | Poole Town v Winchester City | L | 2-1 |
| England Southern Premier League South | 2024/04/06 14:00 | Winchester City v Hungerford Town | W | 1-0 |
| England Southern Premier League South | 2024/04/01 14:00 | Gosport Borough v Winchester City | L | 2-1 |
| England Southern Premier League South | 2024/03/30 15:00 | Winchester City v Dorchester | D | 1-1 |
| England Southern Premier League South | 2024/03/23 15:00 | Hendon v Winchester City | L | 2-1 |
| England Southern Premier League South | 2024/03/21 19:45 | Plymouth Parkway v Winchester City | D | 1-1 |
| England Southern Premier League South | 2024/03/16 15:00 | Winchester City v Poole Town | W | 4-0 |
| England Southern Premier League South | 2024/02/24 15:00 | Harrow Borough v Winchester City | W | 1-2 |