Home History
| England - Premier League 2 | 2024/03/08 19:00 | Middlesbrough U21 v Man Utd U21 | W | 3-2 |
| England - Premier League 2 | 2024/03/01 19:00 | Norwich U21 v Middlesbrough U21 | W | 2-3 |
| England - Premier League 2 | 2024/02/23 13:00 | Middlesbrough U21 v Chelsea U21 | L | 1-3 |
| England - U21 Premier League Cup | 2024/02/20 19:00 | Fulham U21 v Middlesbrough U21 | L | 2-1 |
| England - Premier League 2 | 2024/02/16 19:00 | Aston Villa U21 v Middlesbrough U21 | L | 4-0 |
| England - U21 Premier League Cup | 2024/02/05 19:00 | Birmingham U21 v Middlesbrough U21 | W | 0-4 |
| England - Premier League 2 | 2024/01/26 19:00 | Middlesbrough U21 v West Brom U21 | L | 0-1 |
| England - U21 Premier League Cup | 2024/01/23 19:00 | Ipswich U21 v Middlesbrough U21 | L | 2-0 |
Away History
| England - Premier League 2 | 2024/03/08 19:00 | Arsenal U21 v Tottenham U21 | D | 1-1 |
| England - Premier League 2 | 2024/03/02 13:00 | Tottenham U21 v Everton U21 | L | 1-2 |
| England - U21 Premier League Cup | 2024/02/24 13:00 | Tottenham U21 v Fleetwood Town U21 | W | 6-0 |
| England - Premier League 2 | 2024/02/17 12:00 | Tottenham U21 v West Ham U21 | D | 1-1 |
| England - U21 Premier League Cup | 2024/02/03 13:00 | Tottenham U21 v Peterborough U21 | L | 0-3 |
| England - U21 Premier League Cup | 2024/01/30 19:00 | Tottenham U21 v Bristol City U21 | W | 1-0 |
| England - Premier League 2 | 2024/01/27 13:00 | Tottenham U21 v Aston Villa U21 | W | 5-3 |
| England - Premier League 2 | 2024/01/12 19:00 | Southampton U21 v Tottenham U21 | W | 2-3 |