[10] Preston 2-1 Middlesbrough [13] 2023-10-11 03:45
Stadium: Deepdale Round: 32
Referee: Tony Harrington Home Manager: Ryan Lowe Away Manager: Michael Carrick
Head to Head
| 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 |
Home History
| England Championship | 2023/10/07 14:00 | Ipswich v Preston | L | 4-2 |
| England Championship | 2023/10/04 18:45 | Leicester v Preston | L | 3-0 |
| England Championship | 2023/09/30 14:00 | Preston v West Brom | L | 0-4 |
| England Championship | 2023/09/23 14:00 | Rotherham v Preston | D | 1-1 |
| England Championship | 2023/09/19 18:45 | Preston v Birmingham | W | 2-1 |
| England Championship | 2023/09/16 14:00 | Preston v Plymouth | W | 2-1 |
| England Championship | 2023/09/02 14:00 | Stoke v Preston | W | 0-2 |
| England Championship | 2023/08/26 14:00 | Preston v Swansea | W | 2-1 |
Away History
| England Championship | 2023/10/07 11:30 | Sunderland v Middlesbrough | W | 0-4 |
| England Championship | 2023/10/03 18:45 | Middlesbrough v Cardiff | W | 2-0 |
| England Championship | 2023/09/30 14:00 | Watford v Middlesbrough | W | 2-3 |
| England EFL Cup | 2023/09/26 18:45 | Bradford v Middlesbrough | W | 0-2 |
| England Championship | 2023/09/23 14:00 | Middlesbrough v Southampton | W | 2-1 |
| England Championship | 2023/09/19 19:00 | Sheff Wed v Middlesbrough | D | 1-1 |
| England Championship | 2023/09/16 14:00 | Blackburn v Middlesbrough | L | 2-1 |
| England Championship | 2023/09/02 14:00 | Middlesbrough v QPR | L | 0-2 |