| 1 | Sat 10 Aug 2019 | 43-1 v Aston VillaTottenham Hotspur 3-1 Aston Villa | Premier League |
| 2 | Sat 17 Aug 2019 | 42-2 v Manchester CityManchester City 2-2 Tottenham Hotspur | Premier League |
| 3 | Sun 25 Aug 2019 | 40-1 v Newcastle UnitedTottenham Hotspur 0-1 Newcastle United | Premier League |
| 4 | Sun 1 Sep 2019 | 42-2 v ArsenalArsenal 2-2 Tottenham Hotspur | Premier League |
| 5 | Sat 14 Sep 2019 | 44-0 v Crystal PalaceTottenham Hotspur 4-0 Crystal Palace | Premier League |
| 6 | Wed 18 Sep 2019 | 42-2 v OlympiakosOlympiakos 2-2 Tottenham Hotspur | UEFA Champions League Group B |
| 7 | Sat 21 Sep 2019 | 41-2 v Leicester CityLeicester City 2-1 Tottenham Hotspur | Premier League |
| 8 | Sat 28 Sep 2019 | 42-1 v SouthamptonTottenham Hotspur 2-1 Southampton | Premier League |
| 9 | Tue 1 Oct 2019 | 42-7 v Bayern MunichTottenham Hotspur 2-7 Bayern Munich | UEFA Champions League Group B |
| 10 | Sat 5 Oct 2019 | 40-3 v Brighton & Hove AlbionBrighton & Hove Albion 3-0 Tottenham Hotspur | Premier League |
| 11 | Sat 19 Oct 2019 | 41-1 v WatfordTottenham Hotspur 1-1 Watford | Premier League |
| 12 | Sun 27 Oct 2019 | 41-2 v LiverpoolLiverpool 2-1 Tottenham Hotspur | Premier League |
| 13 | Sun 3 Nov 2019 | 41-1 v EvertonEverton 1-1 Tottenham Hotspur | Premier League |
| 14 | Sat 23 Nov 2019 | 43-2 v West Ham UnitedWest Ham United 2-3 Tottenham Hotspur | Premier League |
| 15 | Tue 26 Nov 2019 | 4 4-2 v OlympiakosTottenham Hotspur 4-2 Olympiakos | UEFA Champions League Group B |
| 16 | Sat 30 Nov 2019 | 43-2 v AFC BournemouthTottenham Hotspur 3-2 AFC Bournemouth | Premier League |
| 17 | Wed 4 Dec 2019 | 41-2 v Manchester UnitedManchester United 2-1 Tottenham Hotspur | Premier League |
| 18 | Sat 7 Dec 2019 | 45-0 v BurnleyTottenham Hotspur 5-0 Burnley | Premier League |
| 19 | Wed 11 Dec 2019 | 41-3 v Bayern MunichBayern Munich 3-1 Tottenham Hotspur | UEFA Champions League Group B |
| 20 | Sun 15 Dec 2019 | 4 2-1 v Wolverhampton WanderersWolverhampton Wanderers 1-2 Tottenham Hotspur | Premier League |
| 21 | Sun 22 Dec 2019 | 4 0-2 v ChelseaTottenham Hotspur 0-2 Chelsea | Premier League |
| 22 | Thu 26 Dec 2019 | 42-1 v Brighton & Hove AlbionTottenham Hotspur 2-1 Brighton & Hove Albion | Premier League |
| 23 | Sat 28 Dec 2019 | 4 2-2 v Norwich CityNorwich City 2-2 Tottenham Hotspur | Premier League |
| 24 | Wed 1 Jan 2020 | 40-1 v SouthamptonSouthampton 1-0 Tottenham Hotspur | Premier League |
| 25 | Sun 5 Jan 2020 | 41-1 v MiddlesbroughMiddlesbrough 1-1 Tottenham Hotspur | Emirates FA Cup Third Round |
| 26 | Sat 11 Jan 2020 | 40-1 v LiverpoolTottenham Hotspur 0-1 Liverpool | Premier League |
| 27 | Sat 18 Jan 2020 | 40-0 v WatfordWatford 0-0 Tottenham Hotspur | Premier League |
| 28 | Wed 22 Jan 2020 | 42-1 v Norwich CityTottenham Hotspur 2-1 Norwich City | Premier League |
| 29 | Sat 25 Jan 2020 | 41-1 v SouthamptonSouthampton 1-1 Tottenham Hotspur | Emirates FA Cup Fourth Round |
| 30 | Wed 5 Feb 2020 | 43-2 v SouthamptonTottenham Hotspur 3-2 Southampton | Emirates FA Cup Fourth Round Replay |
| 31 | Sun 16 Feb 2020 | 43-2 v Aston VillaAston Villa 2-3 Tottenham Hotspur | Premier League |
| 32 | Wed 19 Feb 2020 | 40-1 v RB LeipzigTottenham Hotspur 0-1 RB Leipzig | UEFA Champions League Round of 16 |
| 33 | Sat 22 Feb 2020 | 41-2 v ChelseaChelsea 2-1 Tottenham Hotspur | Premier League |
| 34 | Sat 7 Mar 2020 | 41-1 v BurnleyBurnley 1-1 Tottenham Hotspur | Premier League |
| 35 | Tue 10 Mar 2020 | 40-3 v RB LeipzigRB Leipzig 3-0 Tottenham Hotspur | UEFA Champions League Round of 16 |
| 36 | Mon 6 Jul 2020 | 4 1-0 v EvertonTottenham Hotspur 1-0 Everton | Premier League |
| 37 | Thu 9 Jul 2020 | 40-0 v AFC BournemouthAFC Bournemouth 0-0 Tottenham Hotspur | Premier League |
| 38 | Sun 12 Jul 2020 | 42-1 v ArsenalTottenham Hotspur 2-1 Arsenal | Premier League |
| 39 | Wed 15 Jul 2020 | 4 3-1 v Newcastle UnitedNewcastle United 1-3 Tottenham Hotspur | Premier League |
| 40 | Sun 19 Jul 2020 | 43-0 v Leicester CityTottenham Hotspur 3-0 Leicester City | Premier League |
| 41 | Sun 26 Jul 2020 | 4 1-1 v Crystal PalaceCrystal Palace 1-1 Tottenham Hotspur | Premier League |
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