Head to Head
| 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 | 2019/08/30 18:00 | Sunderland U23 v Aston Villa U23 | L | 1-2 |
| England Premier League 2 | 2019/08/23 18:00 | West Brom U23 v Sunderland U23 | L | 6-0 |
| England Premier League 2 | 2019/08/18 11:00 | Sunderland U23 v Norwich U23 | L | 1-2 |
| England Premier League 2 | 2019/08/12 18:00 | Stoke U23 v Sunderland U23 | D | 1-1 |
| England Premier League 2 | 2019/04/29 18:00 | Southampton U23 v Sunderland U23 | L | 5-1 |
| England Premier League 2 | 2019/04/15 18:00 | Sunderland U23 v Fulham U23 | D | 1-1 |
| England Premier League 2 | 2019/04/07 12:00 | Middlesbrough U23 v Sunderland U23 | D | 0-0 |
| England U23 Premier League Cup | 2019/03/29 19:00 | Everton U23 v Sunderland U23 | L | 2-1 |
Away History
| England Premier League 2 | 2019/08/30 18:00 | Norwich U23 v Middlesbrough U23 | D | 2-2 |
| England Premier League 2 | 2019/08/23 12:00 | Middlesbrough U23 v Swansea U23 | W | 3-2 |
| England Premier League 2 | 2019/08/16 18:00 | Middlesbrough U23 v Stoke U23 | L | 0-2 |
| England Premier League 2 | 2019/08/09 18:00 | Middlesbrough U23 v Aston Villa U23 | W | 1-0 |
| Club Friendly List | 2019/07/27 12:00 | Darlington 1883 v Middlesbrough U23 | L | 3-0 |
| England Premier League 2 | 2019/04/28 12:00 | Middlesbrough U23 v Newcastle U23 | L | 0-1 |
| England Premier League 2 | 2019/04/19 18:00 | Middlesbrough U23 v Stoke U23 | D | 2-2 |
| England Premier League 2 | 2019/04/12 18:00 | Norwich U23 v Middlesbrough U23 | W | 2-3 |