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 |
| England Championship | 2014/08/19 19:00 | Bolton v Middlesbrough | W | 1-2 |