Face à face
| Coupe Premier League U23 | 2019/12/02 14:00 | Crystal Palace v Middlesbrough U21 | W | 1-5 |
Home History
| Angleterre - Premier League 2 | 2020/02/17 19:00 | Reading U21 v Middlesbrough U21 | W | 0-1 |
| Coupe Premier League U23 | 2020/02/07 19:00 | Middlesbrough U21 v Blackburn Rovers (R) | W | 4-1 |
| Angleterre - Premier League 2 | 2020/02/02 13:00 | Middlesbrough U21 v Fulham U21 | W | 1-0 |
| Coupe Premier League U23 | 2020/01/20 13:00 | Burnley v Middlesbrough U21 | W | 1-2 |
| Angleterre - Premier League 2 | 2020/01/13 13:00 | Swansea City U21 v Middlesbrough U21 | L | 5-1 |
| Angleterre - Premier League 2 | 2020/01/06 19:00 | Middlesbrough U21 v Norwich City | L | 3-4 |
| Angleterre - Premier League 2 | 2019/12/16 19:00 | Stoke City v Middlesbrough U21 | W | 2-3 |
| Angleterre - Premier League 2 | 2019/12/09 19:00 | Aston Villa v Middlesbrough U21 | L | 5-3 |
Away History
| England U23 Development League | 2020/02/18 13:30 | Millwall v Crystal Palace | L | 1-0 |
| England U23 Development League | 2020/02/10 13:00 | Crystal Palace v Coventry City Reserve | D | 0-0 |
| Coupe Premier League U23 | 2020/02/06 14:00 | Crystal Palace v Burnley | L | 0-1 |
| England U23 Development League | 2020/02/03 13:00 | Bristol City v Crystal Palace | L | 1-0 |
| England U23 Development League | 2020/01/29 13:00 | Crystal Palace v Cardiff City | L | 2-3 |
| Coupe Premier League U23 | 2020/01/25 13:03 | Blackburn Rovers (R) v Crystal Palace | L | 2-0 |
| England U23 Development League | 2020/01/22 13:00 | Charlton Athletic v Crystal Palace | L | 2-1 |
| England U23 Development League | 2020/01/06 13:00 | Crystal Palace v Queens Park | D | 3-3 |