| 1 | Tue 16 Sep | 39 1-0 v VillarrealTottenham Hotspur 1-0 Villarreal | UEFA Champions League Matchday 1 |
| 2 | Sun 19 Oct | 391-2 v Aston VillaTottenham Hotspur 1-2 Aston Villa | Premier League |
| 3 | Wed 22 Oct | 390-0 v MonacoMonaco 0-0 Tottenham Hotspur | UEFA Champions League Matchday 3 |
| 4 | Sun 26 Oct | 393-0 v EvertonEverton 0-3 Tottenham Hotspur | Premier League |
| 5 | Wed 29 Oct | 390-2 v Newcastle UnitedNewcastle United 2-0 Tottenham Hotspur | Carabao Cup Fourth Round |
| 6 | Sat 1 Nov | 390-1 v ChelseaTottenham Hotspur 0-1 Chelsea | Premier League |
| 7 | Tue 4 Nov | 39 4-0 v FC CopenhagenTottenham Hotspur 4-0 FC Copenhagen | UEFA Champions League Matchday 4 |
| 8 | Sat 8 Nov | 392-2 v Manchester UnitedTottenham Hotspur 2-2 Manchester United | Premier League |
| 9 | Sun 23 Nov | 391-4 v ArsenalArsenal 4-1 Tottenham Hotspur | Premier League |
| 10 | Wed 26 Nov | 393-5 v Paris St GermainParis St Germain 5-3 Tottenham Hotspur | UEFA Champions League Matchday 5 |
| 11 | Sat 29 Nov | 39 1-2 v FulhamTottenham Hotspur 1-2 Fulham | Premier League |
| 12 | Tue 2 Dec | 392-2 v Newcastle UnitedNewcastle United 2-2 Tottenham Hotspur | Premier League |
| 13 | Sat 6 Dec | 392-0 v BrentfordTottenham Hotspur 2-0 Brentford | Premier League |
| 14 | Tue 9 Dec | 393-0 v Slavia PragueTottenham Hotspur 3-0 Slavia Prague | UEFA Champions League Matchday 6 |
| 15 | Sun 14 Dec | 390-3 v Nottingham ForestNottingham Forest 3-0 Tottenham Hotspur | Premier League |
| 16 | Sat 20 Dec | 391-2 v LiverpoolTottenham Hotspur 1-2 Liverpool | Premier League |
| 17 | Sun 28 Dec | 391-0 v Crystal PalaceCrystal Palace 0-1 Tottenham Hotspur | Premier League |
| 18 | Thu 1 Jan | 390-0 v BrentfordBrentford 0-0 Tottenham Hotspur | Premier League |
| 19 | Sun 4 Jan | 391-1 v SunderlandTottenham Hotspur 1-1 Sunderland | Premier League |
| 20 | Wed 7 Jan | 39 2-3 v AFC BournemouthAFC Bournemouth 3-2 Tottenham Hotspur | Premier League |
| 21 | Sat 10 Jan | 391-2 v Aston VillaTottenham Hotspur 1-2 Aston Villa | Emirates FA Cup Third Round |
| 22 | Sat 17 Jan | 391-2 v West Ham UnitedTottenham Hotspur 1-2 West Ham United | Premier League |
| 23 | Tue 20 Jan | 392-0 v Borussia DortmundTottenham Hotspur 2-0 Borussia Dortmund | UEFA Champions League Matchday 7 |
| 24 | Wed 28 Jan | 392-0 v Eintracht FrankfurtEintracht Frankfurt 0-2 Tottenham Hotspur | UEFA Champions League Matchday 8 |
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