Head to Head
| England EFL Cup | 2023/08/29 18:45 | Bolton v Middlesbrough | W | 1-3 |
| England Championship | 2019/04/09 19:00 | Bolton v Middlesbrough | W | 0-2 |
| England Championship | 2018/09/19 18:45 | Middlesbrough v Bolton | W | 2-0 |
| England Championship | 2017/12/26 15:00 | Middlesbrough v Bolton | W | 2-0 |
| England Championship | 2017/09/09 14:00 | Bolton v Middlesbrough | W | 0-3 |
| England Championship | 2016/04/16 11:30 | Bolton v Middlesbrough | W | 1-2 |
| England Championship | 2015/08/15 14:00 | Middlesbrough v Bolton | W | 3-0 |
| England Championship | 2015/02/24 19:45 | Middlesbrough v Bolton | W | 1-0 |
Home History
| England Championship | 2024/05/04 11:30 | Middlesbrough v Watford | W | 3-1 |
| England Championship | 2024/04/27 14:00 | Cardiff v Middlesbrough | W | 1-4 |
| England Championship | 2024/04/22 19:00 | Middlesbrough v Leeds | L | 3-4 |
| England Championship | 2024/04/13 14:00 | Ipswich v Middlesbrough | D | 1-1 |
| England Championship | 2024/04/10 19:00 | Hull v Middlesbrough | D | 2-2 |
| England Championship | 2024/04/06 14:00 | Middlesbrough v Swansea | W | 2-0 |
| England Championship | 2024/04/01 14:00 | Middlesbrough v Sheff Wed | W | 2-0 |
| England Championship | 2024/03/29 15:00 | Southampton v Middlesbrough | D | 1-1 |
Away History
| England League 1 | 2024/05/18 15:15 | Bolton v Oxford Utd | L | 0-2 |
| England League 1 | 2024/05/07 19:00 | Bolton v Barnsley | L | 2-3 |
| England League 1 | 2024/05/03 18:30 | Barnsley v Bolton | W | 1-3 |
| England League 1 | 2024/04/27 11:30 | Peterborough v Bolton | D | 3-3 |
| England League 1 | 2024/04/20 14:00 | Bolton v Port Vale | W | 2-0 |
| England League 1 | 2024/04/16 18:45 | Bolton v Shrewsbury | D | 2-2 |
| England League 1 | 2024/04/13 14:00 | Bolton v Portsmouth | D | 1-1 |
| England League 1 | 2024/04/06 14:00 | Bristol Rovers v Bolton | W | 0-2 |