| 1 | Sun 1 Sep | 61-2 v Newcastle UnitedNewcastle United 2-1 Tottenham Hotspur | Premier League |
| 2 | Wed 18 Sep | 62-1 v Coventry CityCoventry City 1-2 Tottenham Hotspur | Carabao Cup Third Round |
| 3 | Thu 26 Sep | 6 3-0 v FK QarabağTottenham Hotspur 3-0 FK Qarabağ | UEFA Europa League Matchday 1 |
| 4 | Sun 29 Sep | 63-0 v Manchester UnitedManchester United 0-3 Tottenham Hotspur | Premier League |
| 5 | Thu 24 Oct | 61-0 v AZ AlkmaarTottenham Hotspur 1-0 AZ Alkmaar | UEFA Europa League Matchday 3 |
| 6 | Wed 30 Oct | 62-1 v Manchester CityTottenham Hotspur 2-1 Manchester City | Carabao Cup Round of 16 |
| 7 | Sun 3 Nov | 64-1 v Aston VillaTottenham Hotspur 4-1 Aston Villa | Premier League |
| 8 | Thu 7 Nov | 6 2-3 v GalatasarayGalatasaray 3-2 Tottenham Hotspur | UEFA Europa League Matchday 4 |
| 9 | Sun 10 Nov | 61-2 v Ipswich TownTottenham Hotspur 1-2 Ipswich Town | Premier League |
| 10 | Sat 23 Nov | 64-0 v Manchester CityManchester City 0-4 Tottenham Hotspur | Premier League |
| 11 | Thu 28 Nov | 62-2 v RomaTottenham Hotspur 2-2 Roma | UEFA Europa League Matchday 5 |
| 12 | Sun 1 Dec | 61-1 v FulhamTottenham Hotspur 1-1 Fulham | Premier League |
| 13 | Thu 5 Dec | 60-1 v AFC BournemouthAFC Bournemouth 1-0 Tottenham Hotspur | Premier League |
| 14 | Sun 8 Dec | 63-4 v ChelseaTottenham Hotspur 3-4 Chelsea | Premier League |
| 15 | Thu 12 Dec | 6 1-1 v RangersRangers 1-1 Tottenham Hotspur | UEFA Europa League Matchday 6 |
| 16 | Sun 15 Dec | 65-0 v SouthamptonSouthampton 0-5 Tottenham Hotspur | Premier League |
| 17 | Thu 19 Dec | 64-3 v Manchester UnitedTottenham Hotspur 4-3 Manchester United | Carabao Cup Quarter Final |
| 18 | Sun 22 Dec | 63-6 v LiverpoolTottenham Hotspur 3-6 Liverpool | Premier League |
| 19 | Thu 26 Dec | 6 0-1 v Nottingham ForestNottingham Forest 1-0 Tottenham Hotspur | Premier League |
| 20 | Sun 29 Dec | 62-2 v Wolverhampton WanderersTottenham Hotspur 2-2 Wolverhampton Wanderers | Premier League |
| 21 | Sat 4 Jan | 61-2 v Newcastle UnitedTottenham Hotspur 1-2 Newcastle United | Premier League |
| 22 | Wed 8 Jan | 61-0 v LiverpoolTottenham Hotspur 1-0 Liverpool | Carabao Cup Semi Final |
| 23 | Sun 12 Jan | 6 3-0 v TamworthTamworth 0-3 Tottenham Hotspur | Emirates FA Cup Third Round |
| 24 | Wed 15 Jan | 61-2 v ArsenalArsenal 2-1 Tottenham Hotspur | Premier League |
| 25 | Sun 19 Jan | 62-3 v EvertonEverton 3-2 Tottenham Hotspur | Premier League |
| 26 | Thu 23 Jan | 63-2 v 1899 Hoffenheim1899 Hoffenheim 2-3 Tottenham Hotspur | UEFA Europa League Matchday 7 |
| 27 | Sun 26 Jan | 61-2 v Leicester CityTottenham Hotspur 1-2 Leicester City | Premier League |
| 28 | Thu 30 Jan | 63-0 v IF ElfsborgTottenham Hotspur 3-0 IF Elfsborg | UEFA Europa League Matchday 8 |
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