[3] Middlesbrough 2-1 Derby [8] 2025-11-02 23:00
Stadium: Riverside Round: 18
Referee: James Linington Home Manager: Adi Away Manager: John Eustace
Head to Head
| 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 | 2019/01/01 15:00 | Derby v Middlesbrough | D | 1-1 |
| England Championship | 2018/10/27 11:30 | Middlesbrough v Derby | D | 1-1 |
| England Championship | 2018/04/21 14:00 | Derby v Middlesbrough | W | 1-2 |
| England Championship | 2017/11/25 15:00 | Middlesbrough v Derby | L | 0-3 |
| England Championship | 2016/01/02 15:00 | Middlesbrough v Derby | W | 2-0 |
| England Championship | 2015/08/18 18:45 | Derby v Middlesbrough | D | 1-1 |
| England Championship | 2015/03/17 19:45 | Derby v Middlesbrough | W | 0-1 |
| England Championship | 2014/12/13 12:15 | Middlesbrough v Derby | W | 2-0 |