Home History
| England Premier League 2 | 2023/08/25 17:00 | Southampton U21 v Liverpool U21 | W | 0-3 |
| England Premier League 2 | 2023/08/18 18:00 | Derby U21 v Liverpool U21 | D | 1-1 |
| England Premier League 2 | 2023/08/14 18:00 | Liverpool U21 v Everton U21 | W | 4-0 |
| England Premier League 2 | 2023/05/06 12:00 | Crystal Palace U21 v Liverpool U21 | W | 0-1 |
| England Premier League 2 | 2023/04/30 11:00 | Fulham U21 v Liverpool U21 | W | 0-4 |
| England Premier League 2 | 2023/04/22 13:00 | Liverpool U21 v West Ham U21 | W | 1-0 |
| England Premier League 2 | 2023/04/16 11:00 | Everton U21 v Liverpool U21 | D | 1-1 |
| England Premier League 2 | 2023/04/03 13:00 | Liverpool U21 v Brighton U21 | D | 2-2 |
Away History
| England Premier League 2 | 2023/08/25 18:00 | Middlesbrough U21 v Wolverhampton U21 | W | 3-2 |
| England Premier League 2 | 2023/08/18 18:00 | Middlesbrough U21 v Everton U21 | D | 2-2 |
| England Premier League 2 | 2023/08/14 18:00 | Nottm Forest U21 v Middlesbrough U21 | D | 2-2 |
| England Premier League 2 | 2023/04/23 13:00 | Leeds U21 v Middlesbrough U21 | L | 3-1 |
| England Premier League 2 | 2023/04/14 18:00 | Middlesbrough U21 v Nottm Forest U21 | L | 0-1 |
| England Premier League 2 | 2023/04/03 18:00 | Newcastle U21 v Middlesbrough U21 | D | 0-0 |
| England Premier League 2 | 2023/03/24 14:00 | Derby U21 v Middlesbrough U21 | W | 1-5 |
| England Premier League 2 | 2023/03/06 19:00 | Middlesbrough U21 v Aston Villa U21 | L | 2-3 |