Head to Head
| England Championship | 2024/12/21 15:00 | Plymouth v Middlesbrough | D | 3-3 |
| England Championship | 2024/02/24 15:00 | Middlesbrough v Plymouth | L | 0-2 |
| England Championship | 2023/11/04 15:00 | Plymouth v Middlesbrough | D | 3-3 |
| World Club Friendlies | 2021/07/23 18:00 | Plymouth v Middlesbrough | W | 1-2 |