Stadium: Tottenham Hotspur Stadium Round: 14
Referee: Lee Stephen Mason Home Manager: Jose Mourinho Away Manager: Eddie Howe
| England Premier League | 2019/05/04 11:30 | Bournemouth v Tottenham | L | 1-0 |
| England Premier League | 2018/12/26 15:00 | Tottenham v Bournemouth | W | 5-0 |
| England Premier League | 2018/03/11 16:00 | Bournemouth v Tottenham | W | 1-4 |
| England Premier League | 2017/10/14 14:00 | Tottenham v Bournemouth | W | 1-0 |
| England Premier League | 2017/04/15 11:30 | Tottenham v Bournemouth | W | 4-0 |
| England Premier League | 2016/10/22 11:30 | Bournemouth v Tottenham | D | 0-0 |
| England Premier League | 2016/03/20 16:00 | Tottenham v Bournemouth | W | 3-0 |
| England Premier League | 2015/10/25 14:05 | Bournemouth v Tottenham | W | 1-5 |
| England Premier League | 2019/10/05 11:30 | Brighton v Tottenham | L | 3-0 |
| UEFA Champions League | 2019/10/01 19:00 | Tottenham v Bayern Munich | L | 2-7 |
| England Premier League | 2019/09/28 14:00 | Tottenham v Southampton | W | 2-1 |
| England EFL Cup | 2019/09/24 18:45 | Colchester v Tottenham | L | 4-3 |
| England Premier League | 2019/09/21 11:30 | Leicester v Tottenham | L | 2-1 |
| UEFA Champions League | 2019/09/18 16:55 | Olympiacos v Tottenham | D | 2-2 |
| England Premier League | 2019/09/14 14:00 | Tottenham v Crystal Palace | W | 4-0 |
| England Premier League | 2019/09/01 15:30 | Arsenal v Tottenham | D | 2-2 |
| England Premier League | 2019/10/06 13:00 | Arsenal v Bournemouth | L | 1-0 |
| England Premier League | 2019/09/28 14:00 | Bournemouth v West Ham | D | 2-2 |
| England EFL Cup | 2019/09/25 18:45 | Burton Albion v Bournemouth | L | 2-0 |
| England Premier League | 2019/09/20 19:00 | Southampton v Bournemouth | W | 1-3 |
| England Premier League | 2019/09/15 13:00 | Bournemouth v Everton | W | 3-1 |
| England Premier League | 2019/08/31 14:00 | Leicester v Bournemouth | L | 3-1 |
| England EFL Cup | 2019/08/28 18:45 | Bournemouth v Forest Green | W | 3-0 |
| England Premier League | 2019/08/25 13:00 | Bournemouth v Man City | L | 1-3 |