Home History
| Anglia - Premier League 2 | 2021/05/07 15:00 | Blackburn - U23 v Chelsea - U23 | W | 2-4 |
| Anglia - Premier League 2 | 2021/04/30 18:00 | Chelsea - U23 v Blackburn - U23 | W | 1-0 |
| Anglia - Premier League 2 | 2021/04/23 18:00 | Man Utd - U23 v Chelsea - U23 | L | 4-2 |
| Anglia - Premier League 2 | 2021/04/18 12:00 | Tottenham - U23 v Chelsea - U23 | W | 1-4 |
| Anglia - Premier League 2 | 2021/04/12 18:00 | Chelsea - U23 v Southampton - U23 | W | 3-1 |
| Anglia - Premier League 2 | 2021/04/06 18:00 | West Ham - U23 v Chelsea - U23 | D | 1-1 |
| Anglia - Premier League 2 | 2021/03/21 10:30 | Chelsea - U23 v Man City - U23 | D | 2-2 |
| Anglia - Premier League 2 | 2021/03/12 19:00 | Chelsea - U23 v Everton - U23 | W | 2-1 |
Away History
| Európai barátságos mérkőzések | 2021/07/24 14:00 | Luton v Portsmouth | D | 1-1 |
| Európai barátságos mérkőzések | 2021/07/20 13:00 | Bristol City v Portsmouth | D | 3-3 |
| Európai barátságos mérkőzések | 2021/07/10 14:00 | Havant and W v Portsmouth | W | 2-5 |
| Angol League 1 | 2021/05/09 11:00 | Portsmouth v Accrington Stanley | L | 0-1 |
| Angol League 1 | 2021/05/01 14:00 | AFC Wimbledon v Portsmouth | W | 1-3 |
| Angol League 1 | 2021/04/27 18:00 | Accrington Stanley v Portsmouth | D | 3-3 |
| Angol League 1 | 2021/04/24 12:00 | Portsmouth v Bristol Rovers | W | 1-0 |
| Angol League 1 | 2021/04/20 17:00 | Swindon v Portsmouth | L | 3-1 |