Head to Head
| Anglia - Premier League 2 | 2019/08/09 18:00 | Middlesbrough - U23 v Aston Villa - U23 | L | 1-0 |
| Anglia - Premier League 2 | 2019/02/18 19:00 | Aston Villa - U23 v Middlesbrough - U23 | D | 1-1 |
| Anglia - Premier League 2 | 2018/09/02 12:00 | Middlesbrough - U23 v Aston Villa - U23 | W | 1-2 |
| Angol Premier League Cup - U23 | 2018/04/09 18:00 | Middlesbrough - U23 v Aston Villa - U23 | W | 1-2 |
| Anglia - Premier League 2 | 2018/01/29 13:00 | Aston Villa - U23 v Middlesbrough - U23 | W | 4-0 |
| Anglia - Premier League 2 | 2017/09/15 18:00 | Middlesbrough - U23 v Aston Villa - U23 | L | 4-1 |
| Anglia - Premier League 2 | 2017/01/16 19:00 | Aston Villa - U23 v Middlesbrough - U23 | D | 0-0 |
| Anglia - Premier League 2 | 2016/09/26 18:00 | Middlesbrough - U23 v Aston Villa - U23 | W | 1-2 |
Home History
| Angol Premier League Cup - U23 | 2019/11/29 19:01 | Aston Villa - U23 v Portsmouth - U23 | W | 6-0 |
| Anglia - Premier League 2 | 2019/11/22 19:00 | West Ham - U23 v Aston Villa - U23 | L | 4-0 |
| Angol Premier League Cup - U23 | 2019/11/11 19:01 | Aston Villa - U23 v Doncaster U23 | L | 0-1 |
| Anglia - Premier League 2 | 2019/11/04 19:00 | Aston Villa - U23 v Newcastle - U23 | W | 3-2 |
| Anglia - Premier League 2 | 2019/10/28 19:00 | Reading - U23 v Aston Villa - U23 | D | 3-3 |
| Anglia - Premier League 2 | 2019/10/21 18:00 | Aston Villa - U23 v Fulham - U23 | W | 1-0 |
| Angol Premier League Cup - U23 | 2019/10/03 17:59 | Exeter - U23 v Aston Villa - U23 | L | 3-0 |
| Anglia - Premier League 2 | 2019/09/23 18:00 | Aston Villa - U23 v Man Utd - U23 | W | 4-1 |
Away History
| Angol Premier League Cup - U23 | 2019/12/02 14:00 | Crystal Palace - U23 v Middlesbrough - U23 | W | 1-5 |
| Anglia - Premier League 2 | 2019/11/25 13:00 | West Brom - U23 v Middlesbrough - U23 | L | 4-1 |
| Angol Premier League Cup - U23 | 2019/11/08 19:00 | Blackburn - U23 v Middlesbrough - U23 | L | 3-1 |
| Anglia - Premier League 2 | 2019/11/04 19:00 | Middlesbrough - U23 v Man Utd - U23 | L | 1-4 |
| Anglia - Premier League 2 | 2019/10/28 19:00 | Newcastle - U23 v Middlesbrough - U23 | D | 2-2 |
| Anglia - Premier League 2 | 2019/10/18 18:00 | Middlesbrough - U23 v Reading - U23 | W | 2-1 |
| Angol Premier League Cup - U23 | 2019/10/06 11:59 | Middlesbrough - U23 v Burnley - U23 | D | 1-1 |
| Anglia - Premier League 2 | 2019/09/27 11:00 | Fulham - U23 v Middlesbrough - U23 | W | 2-4 |
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