| 1 | 10/8/2019 | 43-1 v Aston VillaTottenham Hotspur 3-1 Aston Villa | Premier League |
| 2 | 17/8/2019 | 42-2 v Manchester CityManchester City 2-2 Tottenham Hotspur | Premier League |
| 3 | 25/8/2019 | 40-1 v Newcastle UnitedTottenham Hotspur 0-1 Newcastle United | Premier League |
| 4 | 1/9/2019 | 42-2 v ArsenalArsenal 2-2 Tottenham Hotspur | Premier League |
| 5 | 14/9/2019 | 44-0 v Crystal PalaceTottenham Hotspur 4-0 Crystal Palace | Premier League |
| 6 | 18/9/2019 | 42-2 v OlympiakosOlympiakos 2-2 Tottenham Hotspur | UEFA Champions League Group B |
| 7 | 21/9/2019 | 41-2 v Leicester CityLeicester City 2-1 Tottenham Hotspur | Premier League |
| 8 | 28/9/2019 | 42-1 v SouthamptonTottenham Hotspur 2-1 Southampton | Premier League |
| 9 | 1/10/2019 | 42-7 v Bayern MunichTottenham Hotspur 2-7 Bayern Munich | UEFA Champions League Group B |
| 10 | 5/10/2019 | 40-3 v Brighton & Hove AlbionBrighton & Hove Albion 3-0 Tottenham Hotspur | Premier League |
| 11 | 19/10/2019 | 41-1 v WatfordTottenham Hotspur 1-1 Watford | Premier League |
| 12 | 22/10/2019 | 45-0 v Red Star BelgradeTottenham Hotspur 5-0 Red Star Belgrade | UEFA Champions League Group B |
| 13 | 27/10/2019 | 41-2 v LiverpoolLiverpool 2-1 Tottenham Hotspur | Premier League |
| 14 | 3/11/2019 | 41-1 v EvertonEverton 1-1 Tottenham Hotspur | Premier League |
| 15 | 6/11/2019 | 44-0 v Red Star BelgradeRed Star Belgrade 0-4 Tottenham Hotspur | UEFA Champions League Group B |
| 16 | 9/11/2019 | 41-1 v Sheffield UnitedTottenham Hotspur 1-1 Sheffield United | Premier League |
| 17 | 23/11/2019 | 43-2 v West Ham UnitedWest Ham United 2-3 Tottenham Hotspur | Premier League |
| 18 | 26/11/2019 | 4 4-2 v OlympiakosTottenham Hotspur 4-2 Olympiakos | UEFA Champions League Group B |
| 19 | 30/11/2019 | 43-2 v AFC BournemouthTottenham Hotspur 3-2 AFC Bournemouth | Premier League |
| 20 | 4/12/2019 | 41-2 v Manchester UnitedManchester United 2-1 Tottenham Hotspur | Premier League |
