Home History
| England Premier League 2 | 2023/04/23 13:00 | Leeds U21 v Middlesbrough U21 | L | 3-1 |
| England Premier League 2 | 2023/04/14 18:00 | Middlesbrough U21 v Nottm Forest U21 | L | 0-1 |
| England Premier League 2 | 2023/04/03 18:00 | Newcastle U21 v Middlesbrough U21 | D | 0-0 |
| England Premier League 2 | 2023/03/24 14:00 | Derby U21 v Middlesbrough U21 | W | 1-5 |
| England Premier League 2 | 2023/03/06 19:00 | Middlesbrough U21 v Aston Villa U21 | L | 2-3 |
| England Premier League 2 | 2023/02/24 12:00 | Norwich U21 v Middlesbrough U21 | D | 2-2 |
| England Premier League 2 | 2023/02/20 18:00 | Stoke U21 v Middlesbrough U21 | W | 1-2 |
| England Premier League 2 | 2023/02/10 19:00 | Middlesbrough U21 v West Brom U21 | L | 2-4 |
Away History
| Premier League International Cup | 2023/05/23 18:00 | Crystal Palace U21 v PSV U21 | D | 1-1 |
| England Premier League 2 | 2023/05/06 12:00 | Crystal Palace U21 v Liverpool U21 | L | 0-1 |
| Premier League International Cup | 2023/05/03 18:00 | Crystal Palace U21 v Valencia U21 | D | 1-1 |
| England Premier League 2 | 2023/04/28 10:00 | Crystal Palace U21 v Blackburn U21 | L | 0-3 |
| England Premier League 2 | 2023/04/24 18:00 | Wolverhampton U21 v Crystal Palace U21 | L | 5-0 |
| England Premier League 2 | 2023/04/17 12:00 | Crystal Palace U21 v West Ham U21 | D | 3-3 |
| England Premier League 2 | 2023/04/07 11:00 | Blackburn U21 v Crystal Palace U21 | W | 1-3 |
| England Premier League 2 | 2023/04/03 18:00 | Chelsea U21 v Crystal Palace U21 | W | 1-2 |
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