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 | 2024/12/21 15:00 | Plymouth v Middlesbrough | D | 3-3 |
| England Championship | 2024/12/14 15:00 | Middlesbrough v Millwall | W | 1-0 |
| England Championship | 2024/12/10 20:00 | Leeds v Middlesbrough | L | 3-1 |
| England Championship | 2024/12/06 20:00 | Burnley v Middlesbrough | D | 1-1 |
| England Championship | 2024/11/30 12:30 | Middlesbrough v Hull | W | 3-1 |
| England Championship | 2024/11/27 19:45 | Middlesbrough v Blackburn | L | 0-1 |
| England Championship | 2024/11/23 15:00 | Oxford Utd v Middlesbrough | W | 2-6 |
| England Championship | 2024/11/09 12:30 | Middlesbrough v Luton | W | 5-1 |
Away History
| England Championship | 2024/12/21 15:00 | Plymouth v Middlesbrough | D | 3-3 |
| England Championship | 2024/12/14 15:00 | Sheff Utd v Plymouth | L | 2-0 |
| England Championship | 2024/12/10 19:45 | Plymouth v Swansea | L | 1-2 |
| England Championship | 2024/11/30 15:00 | Bristol City v Plymouth | L | 4-0 |
| England Championship | 2024/11/26 19:45 | Norwich v Plymouth | L | 6-1 |
| England Championship | 2024/11/22 20:00 | Plymouth v Watford | D | 2-2 |
| England Championship | 2024/11/09 15:00 | Derby v Plymouth | D | 1-1 |
| England Championship | 2024/11/05 20:00 | Plymouth v Portsmouth | W | 1-0 |