Home History
| Anglia - Premier League 2 | 2024/02/09 19:00 | West Ham U21 v Chelsea U21 | W | 0-2 |
| Anglia - Premier League Cup U21 | 2024/02/02 19:00 | Chelsea U21 v Leeds U21 | D | 3-3 |
| Anglia - Premier League 2 | 2024/01/27 14:00 | Chelsea U21 v Reading U21 | W | 3-2 |
| Anglia - Premier League Cup U21 | 2024/01/22 19:00 | Chelsea U21 v Colchester U21 | W | 4-1 |
| Anglia - Premier League 2 | 2024/01/12 19:00 | Chelsea U21 v Man Utd U21 | W | 3-2 |
| Premier League International Cup | 2024/01/09 19:00 | Chelsea U21 v Valencia U21 | D | 1-1 |
| Premier League International Cup | 2023/12/20 19:00 | Chelsea U21 v Celtic U21 | W | 3-1 |
| Anglia - Premier League 2 | 2023/12/17 13:00 | Liverpool U21 v Chelsea U21 | L | 2-1 |
Away History
| Premier League International Cup | 2024/01/25 19:00 | Leeds U21 v PSV U21 | W | 0-7 |
| Premier League International Cup | 2023/11/15 19:00 | Blackburn U21 v PSV U21 | W | 3-5 |
| Premier League International Cup | 2023/10/16 18:00 | Wolverhampton U21 v PSV U21 | L | 2-1 |
| Premier League International Cup | 2023/09/11 18:00 | Nottm Forest U21 v PSV U21 | W | 1-3 |
| Premier League International Cup | 2023/05/23 18:00 | Crystal Palace U21 v PSV U21 | W | 1-3 |
| Premier League International Cup | 2023/04/13 18:00 | Fulham U21 v PSV U21 | W | 1-2 |
| Premier League International Cup | 2023/03/02 19:00 | Everton U21 v PSV U21 | W | 0-3 |
| Premier League International Cup | 2023/02/07 19:00 | Arsenal U21 v PSV U21 | W | 2-7 |