Home History
| 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 |
| England U21 Premier League Cup | 2022/10/17 17:00 | Middlesbrough U21 v West Brom U21 | W | 2-1 |
| England Premier League 2 | 2022/10/10 17:00 | West Brom U21 v Middlesbrough U21 | L | 5-2 |
| England Premier League 2 | 2022/09/30 18:00 | Middlesbrough U21 v Newcastle U21 | D | 1-1 |
| England Premier League 2 | 2022/09/23 18:00 | Middlesbrough U21 v Sunderland U21 | W | 2-0 |
| England Premier League 2 | 2022/09/18 12:00 | Middlesbrough U21 v Norwich U21 | L | 1-3 |
| England U21 Premier League Cup | 2022/09/03 11:00 | Middlesbrough U21 v Huddersfield U21 | L | 0-3 |
Away History
| England Development League 2 | 2022/11/08 13:00 | Bristol City U21 v Watford U21 | L | 5-0 |
| England Development League 2 | 2022/11/01 13:30 | Watford U21 v Colchester U21 | L | 0-6 |
| England Development League 2 | 2022/10/28 13:00 | Swansea U21 v Watford U21 | L | 4-0 |
| England Development League 2 | 2022/10/24 18:00 | QPR U21 v Watford U21 | W | 2-4 |
| England Development League 2 | 2022/10/18 12:00 | Watford U21 v Cardiff U21 | L | 0-1 |
| England Development League 2 | 2022/10/10 13:00 | Reading U21 v Watford U21 | L | 1-0 |
| England U21 Premier League Cup | 2022/10/04 12:00 | Watford U21 v Huddersfield U21 | L | 1-2 |
| England Development League 2 | 2022/09/30 12:00 | Ipswich U21 v Watford U21 | L | 1-0 |