Head to Head
| Anglia - Premier League Cup - U21 | 2023/12/11 19:00 | Crystal Palace - U21 v Middlesbrough - U21 | W | 0-4 |
| Anglia - Premier League Cup - U21 | 2023/09/15 18:00 | Middlesbrough - U21 v Crystal Palace - U21 | L | 2-6 |
Home History
| Anglia - Premier League 2 | 2024/04/15 18:00 | Sunderland - U21 v Middlesbrough - U21 | W | 1-2 |
| Anglia - Premier League 2 | 2024/04/08 11:00 | Fulham - U21 v Middlesbrough - U21 | D | 2-2 |
| Anglia - Premier League 2 | 2024/03/22 19:00 | Middlesbrough - U21 v Newcastle - U21 | W | 3-2 |
| Anglia - Premier League 2 | 2024/03/17 13:00 | Middlesbrough - U21 v Tottenham - U21 | L | 1-2 |
| Anglia - Premier League 2 | 2024/03/08 19:00 | Middlesbrough - U21 v Manchester Utd - U21 | W | 3-2 |
| Anglia - Premier League 2 | 2024/03/01 19:00 | Norwich - U21 v Middlesbrough - U21 | W | 2-3 |
| Anglia - Premier League 2 | 2024/02/23 13:00 | Middlesbrough - U21 v Chelsea - U21 | L | 1-3 |
| Anglia - Premier League Cup - U21 | 2024/02/20 19:00 | Fulham - U21 v Middlesbrough - U21 | L | 2-1 |
Away History
| Anglia - Premier League Cup - U21 | 2024/04/16 18:00 | Crystal Palace - U21 v Everton - U21 | W | 4-2 |
| Anglia - Premier League 2 | 2024/04/12 18:00 | Crystal Palace - U21 v Chelsea - U21 | D | 2-2 |
| Anglia - Premier League 2 | 2024/04/08 18:00 | Crystal Palace - U21 v Everton - U21 | D | 0-0 |
| Anglia - Premier League Cup - U21 | 2024/04/04 18:00 | Fulham - U21 v Crystal Palace - U21 | L | 3-0 |
| Anglia - Premier League 2 | 2024/03/15 19:00 | Southampton - U21 v Crystal Palace - U21 | L | 4-0 |
| Anglia - Premier League 2 | 2024/03/11 19:00 | Crystal Palace - U21 v Aston Villa - U21 | W | 4-2 |
| Anglia - Premier League 2 | 2024/03/04 19:00 | Stoke - U21 v Crystal Palace - U21 | W | 1-3 |
| Anglia - Premier League Cup - U21 | 2024/03/01 14:30 | Crystal Palace - U21 v Leicester - U21 | W | 3-2 |