Head to Head
| England Premier League 2 | 2018/09/23 12:00 | Middlesbrough U23 v Man Utd U23 | W | 0-2 |
Home History
| England Premier League 2 | 2018/11/23 19:00 | West Brom U23 v Man Utd U23 | D | 1-1 |
| England Premier League 2 | 2018/11/02 19:00 | Man Utd U23 v Newcastle U23 | L | 1-4 |
| England Premier League 2 | 2018/10/26 18:00 | Wolverhampton U23 v Man Utd U23 | L | 2-1 |
| England Premier League 2 | 2018/10/19 18:00 | Man Utd U23 v Sunderland U23 | W | 3-0 |
| England Premier League 2 | 2018/09/28 13:00 | Norwich U23 v Man Utd U23 | W | 0-1 |
| England Premier League 2 | 2018/09/23 12:00 | Middlesbrough U23 v Man Utd U23 | W | 0-2 |
| England Premier League 2 | 2018/09/14 18:00 | Man Utd U23 v Reading U23 | D | 1-1 |
| England Premier League 2 | 2018/08/31 18:00 | Man Utd U23 v Stoke U23 | W | 1-0 |
Away History
| 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 |
| England Premier League 2 | 2018/09/02 12:00 | Middlesbrough U23 v Aston Villa U23 | L | 1-2 |