Middlesbrough U18 (Premier League U18): every transfer in and out, fees paid and earned, squad market value.
| Date | Player | From | To | Fee |
|---|---|---|---|---|
| 2025-07-01 | Player | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2025-07-01 | James Wilson | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2024-07-01 | Law McCabe | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2024-07-01 | Oliver Samuels | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2024-07-01 | Alfie Myers-Smith | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2024-07-01 | Shea Connor | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2024-07-01 | Charlie Lennon | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2024-07-01 | Player | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2024-07-01 | Rio Patterson-Powell | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2024-07-01 | Finlay Cartwright | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2024-01-01 | George McCormick | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2023-07-01 | Player | Middlesbrough U18 | Free | |
| 2023-07-01 | Player | Middlesbrough U18 | Free | |
| 2023-07-01 | Player | Middlesbrough U18 | Free | |
| 2023-07-01 | Nathan Fisher | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2023-07-01 | Yacou Traore | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2023-07-01 | AJ Bridge | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2023-07-01 | Max Howells | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2023-07-01 | Ajay Matthews | Middlesbrough U18 | Middlesbrough U21 | Free |
| 2023-07-01 | Luke Woolston | Middlesbrough U18 | Middlesbrough U21 | Free |