Home History
| England Premier League 2 | 2022/01/10 14:30 | Aston Villa U23 v Middlesbrough U23 | W | 1-2 |
| England U23 Premier League Cup | 2022/01/05 13:00 | QPR U23 v Middlesbrough U23 | W | 0-5 |
| England U23 Premier League Cup | 2022/01/02 13:00 | Middlesbrough U23 v Blackburn U23 | L | 2-4 |
| England Premier League 2 | 2021/12/06 18:00 | West Brom U23 v Middlesbrough U23 | L | 3-2 |
| England Premier League 2 | 2021/11/29 19:00 | Reading U23 v Middlesbrough U23 | L | 2-1 |
| England Premier League 2 | 2021/11/21 13:00 | Middlesbrough U23 v Norwich U23 | W | 3-2 |
| England U23 Premier League Cup | 2021/11/12 19:00 | Middlesbrough U23 v Nottm Forest U23 | W | 2-1 |
| England Premier League 2 | 2021/11/07 13:00 | Middlesbrough U23 v Birmingham U23 | L | 0-3 |
Away History
| England Premier League 2 | 2022/01/07 19:00 | Brighton U23 v Arsenal U23 | D | 1-1 |
| England U23 Premier League Cup | 2021/12/12 14:00 | Southampton U23 v Arsenal U23 | W | 2-3 |
| England Premier League 2 | 2021/12/06 19:00 | Everton U23 v Arsenal U23 | L | 2-0 |
| England Premier League 2 | 2021/11/26 19:00 | Arsenal U23 v Derby U23 | L | 3-5 |
| England Premier League 2 | 2021/11/22 19:00 | Blackburn U23 v Arsenal U23 | W | 2-3 |
| England U23 Premier League Cup | 2021/11/11 19:00 | Arsenal U23 v West Brom U23 | L | 1-4 |
| England Premier League 2 | 2021/11/06 13:00 | Arsenal U23 v Leicester U23 | D | 3-3 |
| England Premier League 2 | 2021/10/29 18:00 | Leeds U23 v Arsenal U23 | W | 2-4 |