Home History
| England National League | 2025/01/18 15:00 | Tamworth v Boston Utd | L | 3-0 |
| England National League | 2025/01/11 15:00 | Boston Utd v Ebbsfleet United | D | 2-2 |
| England FA Trophy | 2025/01/04 15:00 | Gateshead v Boston Utd | W | 1-3 |
| England National League | 2024/12/26 15:00 | Boston Utd v Solihull Moors | L | 0-1 |
| England National League | 2024/12/14 17:30 | Forest Green v Boston Utd | L | 1-0 |
| England FA Trophy | 2024/12/07 15:00 | Boston Utd v Alvechurch | W | 1-0 |
| England National League Cup | 2024/12/03 19:30 | Boston Utd v Newcastle U21 | W | 3-2 |
| England National League | 2024/11/30 15:00 | Ebbsfleet United v Boston Utd | D | 0-0 |
Away History
| England Premier League 2 | 2025/01/17 19:00 | Blackburn U21 v Middlesbrough U21 | L | 3-2 |
| Premier League International Cup | 2025/01/14 19:00 | Middlesbrough U21 v Athletic Bilbao U21 | L | 0-4 |
| Premier League International Cup | 2024/12/18 19:00 | Middlesbrough U21 v Benfica U21 | L | 0-1 |
| England Premier League 2 | 2024/12/13 19:00 | Norwich U21 v Middlesbrough U21 | W | 1-3 |
| England Premier League 2 | 2024/11/29 12:00 | Tottenham U21 v Middlesbrough U21 | L | 6-1 |
| England National League Cup | 2024/11/12 19:00 | Halifax v Middlesbrough U21 | W | 1-4 |
| Premier League International Cup | 2024/11/06 19:00 | Middlesbrough U21 v Borussia M'gladbach U21 | W | 3-2 |
| England Premier League 2 | 2024/11/02 15:00 | Middlesbrough U21 v Nottm Forest U21 | L | 1-4 |