Head to Head
| England Premier League 2 | 2017/04/10 18:00 | West Ham U23 v Middlesbrough U23 | W | 1-3 |
| England Premier League 2 | 2016/10/21 18:00 | Middlesbrough U23 v West Ham U23 | L | 0-1 |
Home History
| England Premier League 2 | 2019/09/16 18:00 | Sunderland U23 v Middlesbrough U23 | W | 2-3 |
| England Premier League 2 | 2019/08/30 18:00 | Norwich U23 v Middlesbrough U23 | D | 2-2 |
| England Premier League 2 | 2019/08/23 12:00 | Middlesbrough U23 v Swansea U23 | W | 3-2 |
| England Premier League 2 | 2019/08/16 18:00 | Middlesbrough U23 v Stoke U23 | L | 0-2 |
| England Premier League 2 | 2019/08/09 18:00 | Middlesbrough U23 v Aston Villa U23 | W | 1-0 |
| Club Friendly List | 2019/07/27 12:00 | Darlington 1883 v Middlesbrough U23 | L | 3-0 |
| England Premier League 2 | 2019/04/28 12:00 | Middlesbrough U23 v Newcastle U23 | L | 0-1 |
| England Premier League 2 | 2019/04/19 18:00 | Middlesbrough U23 v Stoke U23 | D | 2-2 |
Away History
| England Premier League 2 | 2019/09/16 18:00 | West Ham U23 v West Brom U23 | W | 2-0 |
| Youth Tournament | 2019/09/11 18:00 | West Ham U23 v Valencia U23 | W | 1-0 |
| England Premier League 2 | 2019/08/30 18:00 | Man Utd U23 v West Ham U23 | D | 2-2 |
| England Premier League 2 | 2019/08/23 18:00 | West Ham U23 v Reading U23 | W | 3-0 |
| England Premier League 2 | 2019/08/17 11:00 | Newcastle U23 v West Ham U23 | W | 1-2 |
| England Premier League 2 | 2019/08/09 18:00 | West Ham U23 v Fulham U23 | W | 3-0 |
| Europe Friendlies | 2019/08/02 13:05 | Anderlecht Reserves v West Ham U23 | W | 0-6 |
| Club Friendly List | 2019/07/26 18:30 | Dag & Red v West Ham U23 | D | 0-0 |