[7] Middlesbrough U23 2-2 West Brom U23 [10] 2018-12-14 19:00
Weather: Cold Stadium: Riverside Pitch: Good Round: 1
Head to Head
| England Premier League 2 | 2018/09/17 18:00 | West Brom U23 v Middlesbrough U23 | W | 2-3 |
| England Premier League 2 | 2018/04/15 12:00 | Middlesbrough U23 v West Brom U23 | W | 2-1 |
| England Premier League 2 | 2017/11/20 13:30 | West Brom U23 v Middlesbrough U23 | W | 0-1 |
| England Premier League 2 | 2017/02/20 19:00 | Middlesbrough U23 v West Brom U23 | W | 2-1 |
| England Premier League 2 | 2016/11/28 19:00 | West Brom U23 v Middlesbrough U23 | D | 0-0 |
Home History
| England Premier League 2 | 2018/12/07 19:00 | Man Utd U23 v Middlesbrough U23 | L | 2-0 |
| England Premier League 2 | 2018/11/26 19:00 | Sunderland U23 v Middlesbrough U23 | W | 1-3 |
| England Premier League 2 | 2018/11/04 13:00 | Middlesbrough U23 v Norwich U23 | W | 2-1 |
| England Premier League 2 | 2018/10/26 18:00 | Newcastle U23 v Middlesbrough U23 | W | 1-3 |
| England Premier League 2 | 2018/10/19 18:00 | Middlesbrough U23 v Reading U23 | L | 2-3 |
| England Premier League 2 | 2018/09/28 18:00 | Wolverhampton U23 v Middlesbrough U23 | L | 2-0 |
| England Premier League 2 | 2018/09/23 12:00 | Middlesbrough U23 v Man Utd U23 | L | 0-2 |
| England Premier League 2 | 2018/09/17 18:00 | West Brom U23 v Middlesbrough U23 | W | 2-3 |
Away History
| England Premier League 2 | 2018/12/08 13:00 | West Brom U23 v Reading U23 | W | 2-0 |
| England U23 Premier League Cup | 2018/11/30 19:00 | West Brom U23 v Burnley U23 | D | 2-2 |
| England Premier League 2 | 2018/11/23 19:00 | West Brom U23 v Man Utd U23 | D | 1-1 |
| England U23 Premier League Cup | 2018/11/09 19:00 | Bournemouth U23 v West Brom U23 | L | 2-1 |
| England Premier League 2 | 2018/11/02 19:00 | Southampton U23 v West Brom U23 | L | 1-0 |
| England Premier League 2 | 2018/10/29 19:00 | West Brom U23 v Aston Villa U23 | D | 1-1 |
| England Premier League 2 | 2018/10/19 18:00 | Fulham U23 v West Brom U23 | W | 0-3 |
| England U23 Premier League Cup | 2018/10/07 11:30 | West Brom U23 v Liverpool U23 | W | 1-0 |