Home History
| England Premier League 2 | 2018/11/02 19:00 | Fulham U23 v Sunderland U23 | L | 2-0 |
| England Premier League 2 | 2018/10/28 12:30 | Sunderland U23 v Southampton U23 | L | 0-2 |
| England Premier League 2 | 2018/10/19 18:00 | Man Utd U23 v Sunderland U23 | L | 3-0 |
| England U23 Premier League Cup | 2018/10/08 18:02 | Sunderland U23 v Charlton U23 | W | 2-0 |
| England Premier League 2 | 2018/10/01 18:00 | Sunderland U23 v Aston Villa U23 | L | 0-1 |
| England Premier League 2 | 2018/09/24 18:00 | Wolverhampton U23 v Sunderland U23 | L | 7-0 |
| England Premier League 2 | 2018/09/16 11:30 | Sunderland U23 v Norwich U23 | D | 1-1 |
| England Premier League 2 | 2018/09/03 18:00 | Sunderland U23 v West Brom U23 | W | 2-1 |
Away History
| England Premier League 2 | 2018/11/04 13:00 | Middlesbrough U23 v Norwich U23 | W | 2-1 |
| England Premier League 2 | 2018/10/26 18:00 | Newcastle U23 v Middlesbrough U23 | W | 1-3 |
| England Premier League 2 | 2018/10/19 18:00 | Middlesbrough U23 v Reading U23 | L | 2-3 |
| England Premier League 2 | 2018/09/28 18:00 | Wolverhampton U23 v Middlesbrough U23 | L | 2-0 |
| England Premier League 2 | 2018/09/23 12:00 | Middlesbrough U23 v Man Utd U23 | L | 0-2 |
| England Premier League 2 | 2018/09/17 18:00 | West Brom U23 v Middlesbrough U23 | W | 2-3 |
| England Premier League 2 | 2018/09/02 12:00 | Middlesbrough U23 v Aston Villa U23 | L | 1-2 |
| England Premier League 2 | 2018/08/27 18:00 | Stoke U23 v Middlesbrough U23 | D | 1-1 |