Home History
| England Premier League 2 | 2023/09/30 12:00 | Man City U21 v West Ham U21 | D | 2-2 |
| England Premier League 2 | 2023/09/22 18:00 | West Ham U21 v Southampton U21 | D | 3-3 |
| England EFL Trophy | 2023/09/19 18:45 | Bristol Rovers v West Ham U21 | W | 1-3 |
| Premier League International Cup | 2023/09/15 18:00 | West Ham U21 v Celtic U21 | W | 5-0 |
| England Premier League 2 | 2023/09/01 18:00 | West Ham U21 v Everton U21 | W | 3-1 |
| England Premier League 2 | 2023/08/25 18:00 | Leeds U21 v West Ham U21 | W | 2-5 |
| Premier League International Cup | 2023/08/22 18:00 | West Ham U21 v Valencia U21 | W | 1-0 |
| England Premier League 2 | 2023/08/18 18:00 | West Ham U21 v Sunderland U21 | W | 2-0 |
Away History
| England U21 Premier League Cup | 2023/10/06 18:00 | Middlesbrough U21 v Ipswich U21 | W | 2-0 |
| England Premier League 2 | 2023/09/29 18:00 | Middlesbrough U21 v Stoke U21 | W | 4-1 |
| England Premier League 2 | 2023/09/25 18:00 | Leicester U21 v Middlesbrough U21 | W | 1-3 |
| England U21 Premier League Cup | 2023/09/15 18:00 | Middlesbrough U21 v Crystal Palace U21 | L | 2-6 |
| England Premier League 2 | 2023/09/03 13:00 | Liverpool U21 v Middlesbrough U21 | W | 1-4 |
| England Premier League 2 | 2023/08/25 18:00 | Middlesbrough U21 v Wolverhampton U21 | W | 3-2 |
| England Premier League 2 | 2023/08/18 18:00 | Middlesbrough U21 v Everton U21 | D | 2-2 |
| England Premier League 2 | 2023/08/14 18:00 | Nottm Forest U21 v Middlesbrough U21 | D | 2-2 |