[16] Preston 2-1 Middlesbrough [5] 2025-01-25 15:00
Stadium: Deepdale Round: 29
Referee: John Busby Home Manager: Paul Heckingbottom Away Manager: Michael Carrick
Head to Head
| England Championship | 2024/09/14 14:00 | Middlesbrough v Preston | D | 1-1 |
| England Championship | 2024/02/14 19:45 | Preston v Middlesbrough | W | 2-1 |
| 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 |
Home History
| England Championship | 2025/01/21 19:45 | Watford v Preston | W | 1-2 |
| England Championship | 2025/01/18 15:00 | Luton v Preston | D | 0-0 |
| England FA Cup | 2025/01/14 19:45 | Preston v Charlton | W | 2-1 |
| England Championship | 2025/01/04 15:00 | Preston v Oxford Utd | D | 1-1 |
| England Championship | 2025/01/01 15:00 | West Brom v Preston | L | 3-1 |
| England Championship | 2024/12/29 12:30 | Preston v Sheff Wed | W | 3-1 |
| England Championship | 2024/12/26 15:00 | Preston v Hull | W | 1-0 |
| England Championship | 2024/12/21 15:00 | QPR v Preston | L | 2-1 |
Away History
| 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 |
| England Championship | 2024/12/29 20:00 | Middlesbrough v Burnley | D | 0-0 |
| England Championship | 2024/12/26 15:00 | Middlesbrough v Sheff Wed | D | 3-3 |
| England Championship | 2024/12/21 15:00 | Plymouth v Middlesbrough | D | 3-3 |