Head to Head
| England Premier League 2 | 2021/09/20 12:00 | Sunderland U23 v Middlesbrough U23 | W | 1-3 |
| England Premier League 2 | 2021/02/15 13:30 | Middlesbrough U23 v Sunderland U23 | D | 1-1 |
| England Premier League 2 | 2020/10/19 12:00 | Sunderland U23 v Middlesbrough U23 | W | 0-6 |
| England Premier League 2 | 2019/09/16 18:00 | Sunderland U23 v Middlesbrough U23 | W | 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 | W | 1-3 |
Home History
| England Premier League 2 | 2022/01/10 14:30 | Aston Villa U23 v Middlesbrough U23 | W | 1-2 |
| England U23 Premier League Cup | 2022/01/05 13:00 | QPR U23 v Middlesbrough U23 | W | 0-5 |
| England U23 Premier League Cup | 2022/01/02 13:00 | Middlesbrough U23 v Blackburn U23 | L | 2-4 |
| England Premier League 2 | 2021/12/06 18:00 | West Brom U23 v Middlesbrough U23 | L | 3-2 |
| England Premier League 2 | 2021/11/29 19:00 | Reading U23 v Middlesbrough U23 | L | 2-1 |
| England Premier League 2 | 2021/11/21 13:00 | Middlesbrough U23 v Norwich U23 | W | 3-2 |
| England U23 Premier League Cup | 2021/11/12 19:00 | Middlesbrough U23 v Nottm Forest U23 | W | 2-1 |
| England Premier League 2 | 2021/11/07 13:00 | Middlesbrough U23 v Birmingham U23 | L | 0-3 |
Away History
| England Premier League 2 | 2022/01/10 19:00 | Sunderland U23 v Reading U23 | W | 2-0 |
| England U23 Premier League Cup | 2022/01/05 19:00 | Leeds U23 v Sunderland U23 | D | 3-3 |
| England U23 Premier League Cup | 2021/12/13 19:00 | Sunderland U23 v Mansfield U23 | D | 1-1 |
| England Premier League 2 | 2021/12/06 19:00 | Newcastle U23 v Sunderland U23 | L | 2-0 |
| England Premier League 2 | 2021/11/21 12:00 | Sunderland U23 v Southampton U23 | W | 3-2 |
| England U23 Premier League Cup | 2021/11/17 13:00 | Wigan U23 v Sunderland U23 | L | 3-1 |
| England Premier League 2 | 2021/11/07 15:00 | Stoke U23 v Sunderland U23 | D | 2-2 |
| England Premier League 2 | 2021/11/01 19:00 | Reading U23 v Sunderland U23 | W | 0-3 |