Head to Head
| England Premier League 2 | 2021/08/29 11:00 | Middlesbrough U23 v Southampton U23 | L | 2-1 |
| England Premier League 2 | 2019/01/13 13:00 | Middlesbrough U23 v Southampton U23 | W | 1-2 |
| England Premier League 2 | 2018/08/10 18:00 | Southampton U23 v Middlesbrough U23 | W | 2-0 |
| England Premier League 2 | 2018/04/23 18:00 | Southampton U23 v Middlesbrough U23 | W | 2-1 |
| England Premier League 2 | 2017/11/26 13:00 | Middlesbrough U23 v Southampton U23 | D | 3-3 |
Home History
| England Premier League 2 | 2022/01/17 19:00 | Southampton U23 v Fulham U23 | W | 2-1 |
| England U23 Premier League Cup | 2022/01/13 19:00 | West Brom U23 v Southampton U23 | D | 2-2 |
| England Premier League 2 | 2021/12/17 19:00 | Norwich U23 v Southampton U23 | L | 4-3 |
| England U23 Premier League Cup | 2021/12/12 14:00 | Southampton U23 v Arsenal U23 | L | 2-3 |
| England Premier League 2 | 2021/12/06 16:00 | Stoke U23 v Southampton U23 | L | 3-0 |
| England Premier League 2 | 2021/11/28 14:00 | Southampton U23 v West Brom U23 | W | 3-1 |
| England U23 Premier League Cup | 2021/11/24 19:00 | Southampton U23 v Bournemouth U23 | W | 1-0 |
| England Premier League 2 | 2021/11/21 12:00 | Sunderland U23 v Southampton U23 | L | 3-2 |
Away History
| England Premier League 2 | 2022/01/16 12:00 | Middlesbrough U23 v Sunderland U23 | W | 3-2 |
| 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 |