Head to Head
| England Premier League 2 | 2024/03/17 13:00 | Middlesbrough U21 v Tottenham U21 | W | 1-2 |
Home History
| England Premier League 2 | 2024/08/16 18:00 | Chelsea U21 v Tottenham U21 | W | 1-2 |
| Club Friendly List | 2024/07/27 14:00 | Dag & Red v Tottenham U21 | W | 1-3 |
| England Premier League 2 | 2024/05/26 14:00 | Tottenham U21 v Sunderland U21 | W | 3-1 |
| England Premier League 2 | 2024/05/19 11:00 | Tottenham U21 v Chelsea U21 | W | 2-1 |
| England U21 Premier League Cup | 2024/05/16 18:00 | Fulham U21 v Tottenham U21 | L | 4-0 |
| England Premier League 2 | 2024/05/12 18:00 | Tottenham U21 v Liverpool U21 | D | 3-3 |
| England Premier League 2 | 2024/05/06 11:00 | Tottenham U21 v Aston Villa U21 | D | 3-3 |
| England U21 Premier League Cup | 2024/05/02 18:00 | Tottenham U21 v Nottm Forest U21 | W | 4-3 |
Away History
| England Premier League 2 | 2024/05/04 11:00 | Reading U21 v Middlesbrough U21 | L | 2-0 |
| England Premier League 2 | 2024/04/26 18:00 | Middlesbrough U21 v Crystal Palace U21 | L | 2-3 |
| England Premier League 2 | 2024/04/15 18:00 | Sunderland U21 v Middlesbrough U21 | W | 1-2 |
| England Premier League 2 | 2024/04/08 11:00 | Fulham U21 v Middlesbrough U21 | D | 2-2 |
| England Premier League 2 | 2024/03/22 19:00 | Middlesbrough U21 v Newcastle U21 | W | 3-2 |
| England Premier League 2 | 2024/03/17 13:00 | Middlesbrough U21 v Tottenham U21 | L | 1-2 |
| 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 |