Home History
| Anglia - Premier League 2 | 2020/09/28 12:00 | Sunderland - U23 v Leeds - U23 | W | 1-3 |
| Anglia - Premier League 2 | 2020/09/18 13:00 | Leeds - U23 v Wolverhampton - U23 | D | 2-2 |
| Anglia - Premier League 2 | 2020/09/14 18:00 | Stoke - U23 v Leeds - U23 | L | 4-0 |
| Angol Development League - U23 | 2020/03/09 14:04 | Barnsley - U23 v Leeds - U23 | D | 1-1 |
| Angol Premier League Cup - U23 | 2020/02/21 19:00 | Leeds - U23 v Wolverhampton - U23 | D | 1-1 |
| Angol Development League - U23 | 2020/02/10 13:00 | Leeds - U23 v Bolton U23 | W | 4-1 |
| Angol Premier League Cup - U23 | 2020/02/07 19:00 | Leeds - U23 v Derby - U23 | L | 1-2 |
| Angol Development League - U23 | 2020/02/03 13:00 | Sheff Wed - U23 v Leeds - U23 | D | 2-2 |
Away History
| Anglia - Premier League 2 | 2020/09/21 14:00 | Middlesbrough - U23 v Stoke - U23 | W | 2-0 |
| Anglia - Premier League 2 | 2020/09/11 11:00 | Newcastle - U23 v Middlesbrough - U23 | D | 2-2 |
| Angol Premier League Cup - U23 | 2020/03/07 12:30 | Derby - U23 v Middlesbrough - U23 | L | 6-0 |
| Anglia - Premier League 2 | 2020/02/28 19:00 | Middlesbrough - U23 v Newcastle - U23 | L | 0-2 |
| Angol Premier League Cup - U23 | 2020/02/21 19:00 | Middlesbrough - U23 v Crystal Palace - U23 | D | 1-1 |
| Anglia - Premier League 2 | 2020/02/17 19:00 | Reading - U23 v Middlesbrough - U23 | W | 0-1 |
| Angol Premier League Cup - U23 | 2020/02/07 19:00 | Middlesbrough - U23 v Blackburn - U23 | W | 4-1 |
| Anglia - Premier League 2 | 2020/02/02 13:00 | Middlesbrough - U23 v Fulham - U23 | W | 1-0 |