Head to Head
| England Premier League 2 | 2020/10/02 12:00 | Leeds U23 v Middlesbrough U23 | L | 1-0 |
Home History
| England Premier League 2 | 2021/01/25 15:00 | Stoke U23 v Middlesbrough U23 | L | 2-0 |
| England Premier League 2 | 2020/12/18 14:00 | Aston Villa U23 v Middlesbrough U23 | D | 1-1 |
| England Premier League 2 | 2020/12/11 13:00 | Fulham U23 v Middlesbrough U23 | L | 3-1 |
| England Premier League 2 | 2020/11/27 13:00 | Middlesbrough U23 v Reading U23 | L | 2-3 |
| England Premier League 2 | 2020/11/20 13:30 | Wolverhampton U23 v Middlesbrough U23 | W | 1-4 |
| England Premier League 2 | 2020/11/08 14:00 | Middlesbrough U23 v West Brom U23 | L | 0-1 |
| England Premier League 2 | 2020/10/30 13:00 | Norwich U23 v Middlesbrough U23 | W | 1-3 |
| England Premier League 2 | 2020/10/23 13:00 | Middlesbrough U23 v Burnley U23 | W | 3-0 |
Away History
| England Premier League 2 | 2021/02/01 14:00 | Leeds U23 v Sunderland U23 | W | 2-0 |
| England Premier League 2 | 2021/01/18 13:00 | Leeds U23 v Stoke U23 | W | 1-0 |
| England Premier League 2 | 2021/01/11 14:00 | Burnley U23 v Leeds U23 | W | 1-4 |
| England Premier League 2 | 2020/12/21 12:00 | Leeds U23 v Fulham U23 | W | 7-1 |
| England Premier League 2 | 2020/12/13 13:00 | Leeds U23 v Aston Villa U23 | W | 3-2 |
| England Premier League 2 | 2020/11/23 13:30 | Leeds U23 v West Brom U23 | W | 2-1 |
| England Premier League 2 | 2020/11/06 13:00 | Newcastle U23 v Leeds U23 | L | 4-3 |
| England Premier League 2 | 2020/11/01 13:00 | Leeds U23 v Crystal Palace U23 | W | 4-1 |