| 1 | 3/11/2019 | 1-1 v EvertonEverton 1-1 Tottenham Hotspur | Premier League |
| 2 | 6/11/2019 | 4-0 v Red Star BelgradeRed Star Belgrade 0-4 Tottenham Hotspur | UEFA Champions League Group B |
| 3 | 9/11/2019 | 1-1 v Sheffield UnitedTottenham Hotspur 1-1 Sheffield United | Premier League |
| 4 | 26/11/2019 | 4-2 v OlympiakosTottenham Hotspur 4-2 Olympiakos | UEFA Champions League Group B |
| 5 | 7/12/2019 | 5-0 v BurnleyTottenham Hotspur 5-0 Burnley | Premier League |
| 6 | 11/12/2019 | 1-3 v Bayern MunichBayern Munich 3-1 Tottenham Hotspur | UEFA Champions League Group B |
