Home History
| England Premier League 2 | 2022/08/05 16:00 | Aston Villa U21 v Middlesbrough U21 | D | 3-3 |
| England Premier League 2 | 2021/12/19 13:00 | Middlesbrough U21 v Burnley U23 | L | 0-3 |
| England EFL Trophy | 2018/11/07 19:00 | Burton Albion v Middlesbrough U21 | W | 0-1 |
| England EFL Trophy | 2018/10/16 18:45 | Port Vale v Middlesbrough U21 | L | 2-0 |
| England EFL Trophy | 2018/10/09 18:00 | Walsall v Middlesbrough U21 | L | 3-1 |
| England Premier League 2 | 2018/04/27 18:00 | Brighton U21 v Middlesbrough U21 | L | 3-0 |
| England EFL Trophy | 2017/11/01 19:00 | Blackpool v Middlesbrough U21 | L | 4-1 |
| England EFL Trophy | 2017/10/24 18:45 | Wigan v Middlesbrough U21 | L | 4-1 |
Away History
| England Premier League 2 | 2022/08/05 17:00 | Derby U21 v Leeds U21 | L | 2-5 |
| England U21 Premier League Cup | 2019/04/01 12:00 | Newcastle U21 v Derby U21 | L | 3-2 |
| England U21 Premier League Cup | 2018/03/27 18:00 | Sheff Utd U21 v Derby U21 | L | 2-1 |
| England Premier League 2 | 2016/08/26 12:00 | Derby U21 v Tottenham U21 | L | 1-2 |
| England Premier League 2 | 2016/08/22 18:00 | Everton U21 v Derby U21 | L | 2-0 |
| England Premier League 2 | 2016/08/15 18:00 | Derby U21 v Man City U21 | L | 2-3 |
| England U21 Premier League Cup | 2015/03/05 19:00 | Southampton U21 v Derby U21 | L | 4-2 |