Head to Head
| England Championship | 2025/01/25 15:00 | Preston v Middlesbrough | W | 2-1 |
| 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 |
Home History
| England Championship | 2025/08/16 14:00 | Preston v Leicester | W | 2-1 |
| England EFL Cup | 2025/08/12 18:30 | Barrow v Preston | W | 0-1 |
| England Championship | 2025/08/09 14:00 | QPR v Preston | D | 1-1 |
| UK Friendlies | 2025/07/26 14:00 | Bolton v Preston | L | 2-0 |
| Europe Friendlies | 2025/07/18 17:00 | Getafe v Preston | D | 0-0 |
| Elite Club Friendlies | 2025/07/13 14:00 | Preston v Liverpool | L | 1-3 |
| UK Friendlies | 2025/07/09 18:30 | Chorley v Preston | W | 0-1 |
| Club Friendly List | 2025/07/08 18:00 | Bamber Bridge v Preston | L | 2-1 |
Away History
| England Championship | 2025/08/16 14:00 | Millwall v Middlesbrough | W | 0-3 |
| England EFL Cup | 2025/08/12 18:30 | Middlesbrough v Doncaster | L | 0-4 |
| England Championship | 2025/08/09 14:00 | Middlesbrough v Swansea | W | 1-0 |
| Europe Friendlies | 2025/08/02 14:00 | Middlesbrough v Deportivo La Coruna | D | 2-2 |
| UK Friendlies | 2025/07/30 18:00 | Hartlepool v Middlesbrough | D | 1-1 |
| UK Friendlies | 2025/07/26 13:00 | Rangers v Middlesbrough | D | 2-2 |
| UK Friendlies | 2025/07/23 18:00 | Bradford v Middlesbrough | L | 2-0 |
| UK Friendlies | 2025/07/19 14:00 | Mansfield v Middlesbrough | D | 3-3 |