Tottenham 2-1 Middlesbrough 2020-01-14 20:05
Stadium: Tottenham Hotspur Stadium Round: 9
Referee: Craig Pawson Home Manager: Jose Mourinho Away Manager: Jonathan Simon Woodgate
Head to Head
| England - FA Cup | 2020/01/05 14:01 | Middlesbrough v Tottenham | D | 1-1 |
| England - Premier League | 2017/02/04 17:30 | Tottenham v Middlesbrough | W | 1-0 |
| England - Premier League | 2016/09/24 14:00 | Middlesbrough v Tottenham | W | 1-2 |
Home History
| England - Premier League | 2020/01/11 17:30 | Tottenham v Liverpool | L | 0-1 |
| England - FA Cup | 2020/01/05 14:01 | Middlesbrough v Tottenham | D | 1-1 |
| England - Premier League | 2020/01/01 15:00 | Southampton v Tottenham | L | 1-0 |
| England - Premier League | 2019/12/28 17:30 | Norwich v Tottenham | D | 2-2 |
| England - Premier League | 2019/12/26 12:30 | Tottenham v Brighton | W | 2-1 |
| England - Premier League | 2019/12/22 16:30 | Tottenham v Chelsea | L | 0-2 |
| England - Premier League | 2019/12/15 14:00 | Wolverhampton v Tottenham | W | 1-2 |
| UEFA Champions League | 2019/12/11 20:00 | Bayern München v Tottenham | L | 3-1 |
Away History
| England - Championship | 2020/01/11 15:00 | Middlesbrough v Derby | D | 2-2 |
| England - FA Cup | 2020/01/05 14:01 | Middlesbrough v Tottenham | D | 1-1 |
| England - Championship | 2020/01/01 15:00 | Preston v Middlesbrough | W | 0-2 |
| England - Championship | 2019/12/29 15:00 | West Brom v Middlesbrough | W | 0-2 |
| England - Championship | 2019/12/26 15:00 | Middlesbrough v Huddersfield | W | 1-0 |
| England - Championship | 2019/12/20 19:45 | Middlesbrough v Stoke | W | 2-1 |
| England - Championship | 2019/12/14 15:00 | Swansea v Middlesbrough | L | 3-1 |
| England - Championship | 2019/12/10 19:45 | Nottm Forest v Middlesbrough | D | 1-1 |
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