Home History
| England U21 Premier League Cup | 2023/01/13 19:00 | Brentford U21 v Aston Villa U21 | W | 3-2 |
| England U21 Premier League Cup | 2022/12/19 13:00 | Peterborough U21 v Brentford U21 | W | 0-2 |
| England U21 Premier League Cup | 2022/11/26 15:00 | Brentford U21 v Blackburn U21 | L | 1-2 |
| England U21 Premier League Cup | 2022/11/18 19:00 | Brentford U21 v Peterborough U21 | W | 3-2 |
| England U21 Premier League Cup | 2022/10/26 18:00 | Aston Villa U21 v Brentford U21 | W | 1-3 |
Away History
| England Premier League 2 | 2023/01/27 13:00 | Middlesbrough U21 v Southampton U21 | D | 2-2 |
| England Premier League 2 | 2023/01/09 19:00 | Sunderland U21 v Middlesbrough U21 | W | 5-7 |
| England U21 Premier League Cup | 2023/01/05 14:00 | West Brom U21 v Middlesbrough U21 | W | 0-1 |
| England U21 Premier League Cup | 2022/12/20 13:30 | Watford U21 v Middlesbrough U21 | L | 3-1 |
| England U21 Premier League Cup | 2022/11/25 13:00 | Huddersfield U21 v Middlesbrough U21 | L | 2-0 |
| England U21 Premier League Cup | 2022/11/19 11:00 | Middlesbrough U21 v Watford U21 | W | 4-0 |
| England Premier League 2 | 2022/10/30 12:00 | Southampton U21 v Middlesbrough U21 | L | 8-1 |
| England Premier League 2 | 2022/10/22 10:00 | Middlesbrough U21 v Leeds U21 | L | 2-4 |