Head to Head
| England Premier League 2 | 2021/05/03 12:00 | Crystal Palace U23 v Middlesbrough U23 | L | 3-2 |
| England U23 Premier League Cup | 2020/02/21 19:00 | Middlesbrough U23 v Crystal Palace U23 | D | 1-1 |
| England U23 Premier League Cup | 2019/12/02 14:00 | Crystal Palace U23 v Middlesbrough U23 | W | 1-5 |