[8] Middlesbrough Sub23 0-1 West Ham Sub23 [3] 2016-10-21 18:00
Clima: Frio Estádio: Riverside Relvado: Excelente Round: 1
Home History
| Inglaterra - Premier League 2 | 2016/10/14 18:00 | Stoke Sub23 v Middlesbrough Sub23 | L | 3-1 |
| Inglaterra - EFL Trophy | 2016/10/04 18:00 | Cambridge Utd v Middlesbrough Sub23 | L | 2-1 |
| Inglaterra - Premier League Cup de Sub23 | 2016/09/30 15:01 | Fulham Sub23 v Middlesbrough Sub23 | L | 3-1 |
| Inglaterra - Premier League 2 | 2016/09/26 18:00 | Middlesbrough Sub23 v Aston Villa Sub23 | L | 1-2 |
| Inglaterra - Premier League 2 | 2016/09/19 18:00 | Wolverhampton Sub23 v Middlesbrough Sub23 | L | 2-1 |
| Inglaterra - Premier League 2 | 2016/09/12 18:00 | Middlesbrough Sub23 v Swansea Sub23 | W | 2-1 |
| Inglaterra - EFL Trophy | 2016/08/30 18:45 | Scunthorpe v Middlesbrough Sub23 | L | 2-1 |
| Mundo - Amigáveis de Clubes | 2015/07/16 18:30 | Harrogate Railway v Middlesbrough Sub23 | W | 0-4 |
Away History
| Inglaterra - Premier League 2 | 2016/10/17 18:00 | Aston Villa Sub23 v West Ham Sub23 | L | 2-0 |
| Inglaterra - EFL Trophy | 2016/10/04 18:45 | Wycombe v West Ham Sub23 | L | 3-0 |
| Inglaterra - Premier League 2 | 2016/09/26 18:00 | West Ham Sub23 v Brighton Sub23 | D | 0-0 |
| Inglaterra - Premier League 2 | 2016/09/19 18:00 | Norwich Sub23 v West Ham Sub23 | W | 0-2 |
| Inglaterra - Premier League 2 | 2016/09/09 18:00 | West Ham Sub23 v Wolverhampton Sub23 | D | 2-2 |
| Inglaterra - EFL Trophy | 2016/08/30 18:45 | Coventry v West Ham Sub23 | L | 4-2 |
| Japão - J-League | 2016/07/30 13:00 | VVV v West Ham Sub23 | L | 6-1 |
| Inglaterra - Taça da Premier League de Sub21 | 2016/05/04 18:00 | Hull Sub21 v West Ham Sub23 | W | 4-5 |