[14] Cardiff 1-0 Middlesbrough [13] 2019-09-21 14:00
Stadion: Cardiff City Stadium Round: 8
Schiedsrichter: Darren Bond Home Manager: Neil Warnock Away Manager: Jonathan Woodgate
Head to Head
| England - Championship | 2018/02/17 15:00 | Cardiff v Middlesbrough | W | 1-0 |
| England - Championship | 2017/10/21 14:00 | Middlesbrough v Cardiff | W | 0-1 |
| England - Championship | 2016/02/23 19:45 | Middlesbrough v Cardiff | L | 3-1 |
| England - Championship | 2015/10/20 18:45 | Cardiff v Middlesbrough | W | 1-0 |
| England - Championship | 2015/01/20 19:45 | Middlesbrough v Cardiff | L | 2-1 |
| England - Championship | 2014/09/16 18:45 | Cardiff v Middlesbrough | L | 0-1 |
Home History
| England - Championship | 2019/09/13 18:45 | Derby v Cardiff | D | 1-1 |
| England - Championship | 2019/08/30 18:45 | Cardiff v Fulham | D | 1-1 |
| England - EFL Cup | 2019/08/27 18:45 | Cardiff v Luton | L | 0-3 |
| England - Championship | 2019/08/24 14:00 | Blackburn v Cardiff | D | 0-0 |
| England - Championship | 2019/08/21 18:45 | Cardiff v Huddersfield | W | 2-1 |
| England - Championship | 2019/08/18 11:00 | Reading v Cardiff | L | 3-0 |
| England - Championship | 2019/08/10 14:00 | Cardiff v Luton | W | 2-1 |
| England - Championship | 2019/08/03 14:00 | Wigan v Cardiff | L | 3-2 |
Away History
| England - Championship | 2019/09/14 14:00 | Middlesbrough v Reading | W | 1-0 |
| England - Championship | 2019/08/31 11:30 | Bristol City v Middlesbrough | D | 2-2 |
| England - Championship | 2019/08/24 14:00 | Middlesbrough v Millwall | D | 1-1 |
| England - Championship | 2019/08/20 18:45 | Middlesbrough v Wigan | W | 1-0 |
| England - Championship | 2019/08/17 14:00 | Blackburn v Middlesbrough | L | 1-0 |
| England - EFL Cup | 2019/08/13 18:45 | Middlesbrough v Crewe | L | 4-6 |
| England - Championship | 2019/08/10 14:00 | Middlesbrough v Brentford | L | 0-1 |
| England - Championship | 2019/08/02 18:45 | Luton v Middlesbrough | D | 3-3 |