Stadium: Riverside Round: 18
Referee: James Linington Home Manager: Adi Away Manager: John Eustace
| England Championship | 2025/03/01 15:00 | Middlesbrough v Derby | W | 1-0 |
| England Championship | 2024/08/17 11:30 | Derby v Middlesbrough | L | 1-0 |
| England Championship | 2022/02/12 15:00 | Middlesbrough v Derby | W | 4-1 |
| England Championship | 2021/08/21 14:00 | Derby v Middlesbrough | D | 0-0 |
| England Championship | 2021/02/13 15:00 | Derby v Middlesbrough | L | 2-1 |
| England Championship | 2020/11/25 19:00 | Middlesbrough v Derby | W | 3-0 |
| England Championship | 2020/01/11 15:00 | Middlesbrough v Derby | D | 2-2 |
| England Championship | 2019/11/02 15:00 | Derby v Middlesbrough | L | 2-0 |
| England Championship | 2025/11/22 15:00 | Oxford Utd v Middlesbrough | D | 1-1 |
| England Championship | 2025/11/08 15:00 | Middlesbrough v Birmingham | W | 2-1 |
| England Championship | 2025/11/04 19:45 | Leicester v Middlesbrough | D | 1-1 |
| England Championship | 2025/11/01 15:00 | Watford v Middlesbrough | L | 3-0 |
| England Championship | 2025/10/25 14:00 | Middlesbrough v Wrexham | D | 1-1 |
| England Championship | 2025/10/22 19:00 | Sheff Wed v Middlesbrough | W | 0-1 |
| England Championship | 2025/10/17 19:00 | Middlesbrough v Ipswich | W | 2-1 |
| England Championship | 2025/10/04 14:00 | Portsmouth v Middlesbrough | L | 1-0 |
| England Championship | 2025/11/22 15:00 | Derby v Watford | L | 2-3 |
| England Championship | 2025/11/08 12:30 | Blackburn v Derby | W | 1-2 |
| England Championship | 2025/11/04 19:45 | Derby v Hull | W | 2-1 |
| England Championship | 2025/11/01 15:00 | Sheff Utd v Derby | W | 1-3 |
| England Championship | 2025/10/25 14:00 | Derby v QPR | W | 1-0 |
| England Championship | 2025/10/21 18:45 | Derby v Norwich | W | 1-0 |
| England Championship | 2025/10/18 11:30 | Oxford Utd v Derby | L | 1-0 |
| England Championship | 2025/10/04 14:00 | Derby v Southampton | D | 1-1 |