| 1 | Sat 10 Aug 2019 | 33-1 v Aston VillaTottenham Hotspur 3-1 Aston Villa | Premier League |
| 2 | Sat 17 Aug 2019 | 32-2 v Manchester CityManchester City 2-2 Tottenham Hotspur | Premier League |
| 3 | Sun 25 Aug 2019 | 3 0-1 v Newcastle UnitedTottenham Hotspur 0-1 Newcastle United | Premier League |
| 4 | Sun 1 Sep 2019 | 3 2-2 v ArsenalArsenal 2-2 Tottenham Hotspur | Premier League |
| 5 | Sat 14 Sep 2019 | 3 4-0 v Crystal PalaceTottenham Hotspur 4-0 Crystal Palace | Premier League |
| 6 | Sat 21 Sep 2019 | 31-2 v Leicester CityLeicester City 2-1 Tottenham Hotspur | Premier League |
| 7 | Sat 28 Sep 2019 | 32-1 v SouthamptonTottenham Hotspur 2-1 Southampton | Premier League |
| 8 | Tue 1 Oct 2019 | 32-7 v Bayern MunichTottenham Hotspur 2-7 Bayern Munich | UEFA Champions League Group B |
| 9 | Sat 19 Oct 2019 | 3 1-1 v WatfordTottenham Hotspur 1-1 Watford | Premier League |
| 10 | Sun 27 Oct 2019 | 3 1-2 v LiverpoolLiverpool 2-1 Tottenham Hotspur | Premier League |
| 11 | Wed 6 Nov 2019 | 34-0 v Red Star BelgradeRed Star Belgrade 0-4 Tottenham Hotspur | UEFA Champions League Group B |
| 12 | Sat 23 Nov 2019 | 33-2 v West Ham UnitedWest Ham United 2-3 Tottenham Hotspur | Premier League |
| 13 | Tue 26 Nov 2019 | 34-2 v OlympiakosTottenham Hotspur 4-2 Olympiakos | UEFA Champions League Group B |
| 14 | Wed 11 Dec 2019 | 31-3 v Bayern MunichBayern Munich 3-1 Tottenham Hotspur | UEFA Champions League Group B |
| 15 | Sun 22 Dec 2019 | 30-2 v ChelseaTottenham Hotspur 0-2 Chelsea | Premier League |
| 16 | Sat 11 Jan 2020 | 30-1 v LiverpoolTottenham Hotspur 0-1 Liverpool | Premier League |
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