| 31/07/2018 | Gillingham | 1 | 2 | Tottenham | Won |
| 07/08/2018 | Tottenham | 4 | 3 | Man City | Won |
| 14/08/2018 | Liverpool | Tottenham | |||
| 21/08/2018 | Tottenham | Arsenal | |||
| 28/08/2018 | West Ham | Tottenham | |||
| 04/09/2018 | Tottenham | Wigan | |||
| 11/09/2018 | Southampton | Tottenham | |||
| 18/09/2018 | Tottenham | Walsall | |||
| 25/09/2018 | Man Utd | Tottenham | |||
| 02/10/2018 | Tottenham | Gillingham | |||
| 09/10/2018 | Man City | Tottenham | |||
| 16/10/2018 | Tottenham | Liverpool | |||
| 23/10/2018 | Arsenal | Tottenham | |||
| 30/10/2018 | Tottenham | West Ham | |||
| 06/11/2018 | Wigan | Tottenham | |||
| 13/11/2018 | Tottenham | Southampton | |||
| 20/11/2018 | Walsall | Tottenham | |||
| 27/11/2018 | Tottenham | Man Utd |