[20] Middlesbrough 2-1 Madeira [22] 2019-09-07 15:45
Stadium: Riverside Round: 23
Referee: Oliver Langford Home Manager: Jonathan Simon Woodgate Away Manager: Michael O'Neill
Head to Head
| England Championship | 2019/04/19 14:00 | Middlesbrough v Stoke | W | 1-0 |
| England Championship | 2018/11/03 17:30 | Stoke v Middlesbrough | D | 0-0 |
| England Premier League | 2017/03/04 15:00 | Stoke v Middlesbrough | L | 2-0 |
| England Premier League | 2016/08/13 14:00 | Middlesbrough v Stoke | D | 1-1 |
Home History
| 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 |
| Europe Friendlies | 2019/07/28 14:00 | Middlesbrough v St Etienne | D | 1-1 |
Away History
| England Championship | 2019/08/31 14:00 | Birmingham v Stoke | L | 2-1 |
| England EFL Cup | 2019/08/27 18:45 | Leeds v Stoke | W | 6-7 |
| England Championship | 2019/08/24 14:00 | Stoke v Leeds | L | 0-3 |
| England Championship | 2019/08/21 18:45 | Preston v Stoke | L | 3-1 |
| England Championship | 2019/08/17 14:00 | Stoke v Derby | D | 2-2 |
| England EFL Cup | 2019/08/13 18:45 | Wigan v Stoke | W | 0-1 |
| England Championship | 2019/08/10 14:00 | Charlton v Stoke | L | 3-1 |
| England Championship | 2019/08/03 14:00 | Stoke v QPR | L | 1-2 |
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