[10] Preston 2-1 Middlesbrough [13] 2024-02-14 19:45
Stadium: Deepdale Round: 32
Referee: Tony Harrington Home Manager: Ryan Lowe Away Manager: Michael Carrick
Head to Head
| England - Championship | 2023/11/28 19:45 | Middlesbrough v Preston | L | 4-0 |
| England - Championship | 2023/03/18 15:00 | Middlesbrough v Preston | L | 4-0 |
| England - Championship | 2022/10/29 14:00 | Preston v Middlesbrough | W | 2-1 |
| England - Championship | 2022/05/07 11:30 | Preston v Middlesbrough | W | 4-1 |
| England - Championship | 2021/11/23 19:45 | Middlesbrough v Preston | W | 1-2 |
| England - Championship | 2021/03/16 19:00 | Middlesbrough v Preston | L | 2-0 |
| England - Championship | 2020/12/09 19:00 | Preston v Middlesbrough | W | 3-0 |
| England - Championship | 2020/01/01 15:00 | Preston v Middlesbrough | L | 0-2 |
| England - Championship | 2019/10/01 18:45 | Middlesbrough v Preston | D | 1-1 |
| England - Championship | 2019/03/13 19:45 | Middlesbrough v Preston | W | 1-2 |
| England - Championship | 2018/11/27 19:45 | Preston v Middlesbrough | D | 1-1 |
| England - EFL Cup | 2018/09/25 18:45 | Preston v Middlesbrough | L | 5-6 |
| England - Championship | 2018/01/01 15:00 | Preston v Middlesbrough | L | 2-3 |
| England - Championship | 2017/08/26 14:00 | Middlesbrough v Preston | D | 0-0 |
| England - Championship | 2016/04/09 14:00 | Middlesbrough v Preston | L | 1-0 |
| England - Championship | 2015/08/09 11:00 | Preston v Middlesbrough | D | 0-0 |
| England - EFL Cup | 2014/08/26 18:45 | Middlesbrough v Preston | L | 3-1 |