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 |
Home History
| England Championship | 2025/02/12 20:00 | Sheff Utd v Middlesbrough | L | 3-1 |
| England Championship | 2025/02/03 20:00 | Middlesbrough v Sunderland | L | 2-3 |
| England Championship | 2025/01/25 15:00 | Preston v Middlesbrough | L | 2-1 |
| England Championship | 2025/01/21 19:45 | Middlesbrough v West Brom | W | 2-0 |
| England Championship | 2025/01/18 15:00 | Portsmouth v Middlesbrough | L | 2-1 |
| England FA Cup | 2025/01/11 12:00 | Middlesbrough v Blackburn | L | 0-1 |
| England Championship | 2025/01/04 15:00 | Middlesbrough v Cardiff | D | 1-1 |
| England Championship | 2025/01/01 17:30 | Hull v Middlesbrough | W | 0-1 |
Away History
| England Championship | 2025/02/12 19:45 | Plymouth v Millwall | W | 5-1 |
| England FA Cup | 2025/02/09 15:00 | Plymouth v Liverpool | W | 1-0 |
| England Championship | 2025/02/01 12:30 | Plymouth v West Brom | W | 2-1 |
| England Championship | 2025/01/25 15:00 | Sunderland v Plymouth | D | 2-2 |
| England Championship | 2025/01/22 20:00 | Plymouth v Burnley | L | 0-5 |
| England Championship | 2025/01/18 12:30 | Plymouth v QPR | L | 0-1 |
| England Championship | 2025/01/14 19:45 | Plymouth v Oxford Utd | D | 1-1 |
| England FA Cup | 2025/01/11 15:00 | Brentford v Plymouth | W | 0-1 |