[4] Middlesbrough 2-0 Bolton [12] 2018-09-19 18:45
Stadium: Riverside Round: 8
Referee: David Coote Home Manager: Tony Pulis Away Manager: Phil Parkinson
Head to Head
| 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 |
Home History
| England Championship | 2018/09/15 14:00 | Norwich v Middlesbrough | L | 1-0 |
| England Championship | 2018/08/31 18:45 | Leeds v Middlesbrough | D | 0-0 |
| England EFL Cup | 2018/08/28 18:45 | Middlesbrough v Rochdale | W | 2-1 |
| England Championship | 2018/08/24 18:45 | Middlesbrough v West Brom | W | 1-0 |
| England Championship | 2018/08/18 14:00 | Bristol City v Middlesbrough | W | 0-2 |
| England EFL Cup | 2018/08/14 18:45 | Middlesbrough v Notts County | W | 7-6 |
| England Championship | 2018/08/11 14:00 | Middlesbrough v Birmingham | W | 1-0 |
| England Championship | 2018/08/07 18:45 | Middlesbrough v Sheff Utd | W | 3-0 |
Away History
| England Championship | 2018/09/15 14:00 | Bolton v QPR | L | 1-2 |
| England Championship | 2018/09/01 14:00 | Preston v Bolton | D | 2-2 |
| England Championship | 2018/08/25 14:00 | Bolton v Sheff Utd | L | 0-3 |
| England Championship | 2018/08/22 19:00 | Bolton v Birmingham | W | 1-0 |
| England Championship | 2018/08/18 14:00 | Reading v Bolton | W | 0-1 |
| England EFL Cup | 2018/08/14 18:45 | Leeds v Bolton | L | 2-1 |
| England Championship | 2018/08/11 14:00 | Bolton v Bristol City | D | 2-2 |
| England Championship | 2018/08/04 14:00 | West Brom v Bolton | W | 1-2 |