Head to Head
| England Premier League 2 | 2019/09/16 18:00 | Sunderland U23 v Middlesbrough U23 | L | 2-3 |
| England Premier League 2 | 2019/04/07 12:00 | Middlesbrough U23 v Sunderland U23 | D | 0-0 |
| England Premier League 2 | 2018/11/26 19:00 | Sunderland U23 v Middlesbrough U23 | L | 1-3 |
Home History
| England Premier League 2 | 2020/10/05 12:00 | Newcastle U23 v Sunderland U23 | W | 0-4 |
| England Premier League 2 | 2020/09/28 12:00 | Sunderland U23 v Leeds U23 | L | 1-3 |
| England Premier League 2 | 2020/09/21 13:00 | Burnley U23 v Sunderland U23 | L | 3-2 |
| England U23 Premier League Cup | 2020/03/09 14:00 | Wigan U23 v Sunderland U23 | L | 2-0 |
| England Premier League 2 | 2020/03/01 12:00 | Sunderland U23 v Fulham U23 | L | 0-3 |
| England U23 Premier League Cup | 2020/02/24 14:15 | Liverpool U23 v Sunderland U23 | L | 6-0 |
| England Premier League 2 | 2020/02/14 19:00 | Newcastle U23 v Sunderland U23 | L | 2-0 |
| England Premier League 2 | 2020/02/02 12:00 | Sunderland U23 v West Ham U23 | L | 2-4 |
Away History
| England Premier League 2 | 2020/10/02 12:00 | Leeds U23 v Middlesbrough U23 | L | 1-0 |
| England Premier League 2 | 2020/09/21 14:00 | Middlesbrough U23 v Stoke U23 | W | 2-0 |
| England Premier League 2 | 2020/09/11 11:00 | Newcastle U23 v Middlesbrough U23 | D | 2-2 |
| England U23 Premier League Cup | 2020/03/07 12:30 | Derby U23 v Middlesbrough U23 | L | 6-0 |
| England Premier League 2 | 2020/02/28 19:00 | Middlesbrough U23 v Newcastle U23 | L | 0-2 |
| England U23 Premier League Cup | 2020/02/21 19:00 | Middlesbrough U23 v Crystal Palace U23 | D | 1-1 |
| England Premier League 2 | 2020/02/17 19:00 | Reading U23 v Middlesbrough U23 | W | 0-1 |
| England U23 Premier League Cup | 2020/02/07 19:00 | Middlesbrough U23 v Blackburn U23 | W | 4-1 |