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 | 2024/10/05 12:00 | Arsenal U21 v Tottenham U21 | W | 2-5 |
| England National League Cup | 2024/10/01 18:30 | Dag & Red v Tottenham U21 | W | 8-10 |
| England Premier League 2 | 2024/09/28 11:00 | Tottenham U21 v Leeds U21 | L | 0-3 |
| England EFL Trophy | 2024/09/24 18:00 | Exeter v Tottenham U21 | L | 2-0 |
| England Premier League 2 | 2024/09/20 18:00 | Tottenham U21 v Fulham U21 | L | 1-4 |
| Premier League International Cup | 2024/09/17 18:00 | Tottenham U21 v Valencia U21 | L | 1-3 |
| England Premier League 2 | 2024/08/30 18:00 | Southampton U21 v Tottenham U21 | L | 2-1 |
| England Premier League 2 | 2024/08/25 12:00 | Tottenham U21 v Newcastle U21 | L | 0-1 |
Away History
| England Premier League 2 | 2024/10/04 18:00 | Stoke U21 v Middlesbrough U21 | W | 1-3 |
| England National League Cup | 2024/10/01 18:45 | Gateshead v Middlesbrough U21 | L | 1-0 |
| England Premier League 2 | 2024/09/27 12:00 | Middlesbrough U21 v Brighton U21 | L | 0-3 |
| England Premier League 2 | 2024/09/23 18:00 | Leicester U21 v Middlesbrough U21 | L | 3-1 |
| England Premier League 2 | 2024/09/01 12:00 | Middlesbrough U21 v Chelsea U21 | L | 1-3 |
| England Premier League 2 | 2024/08/26 18:00 | Sunderland U21 v Middlesbrough U21 | L | 3-2 |
| England Premier League 2 | 2024/08/19 18:00 | Middlesbrough U21 v Reading U21 | L | 1-3 |
| England Premier League 2 | 2024/05/04 11:00 | Reading U21 v Middlesbrough U21 | L | 2-0 |