| 1 | Wed 18 Sep | 332-1 v Coventry CityCoventry City 1-2 Tottenham Hotspur | Carabao Cup Third Round |
| 2 | Thu 26 Sep | 333-0 v FK QarabağTottenham Hotspur 3-0 FK Qarabağ | UEFA Europa League Matchday 1 |
| 3 | Thu 3 Oct | 332-1 v Ferencvárosi TCFerencvárosi TC 1-2 Tottenham Hotspur | UEFA Europa League Matchday 2 |
| 4 | Thu 24 Oct | 331-0 v AZ AlkmaarTottenham Hotspur 1-0 AZ Alkmaar | UEFA Europa League Matchday 3 |
| 5 | Wed 30 Oct | 332-1 v Manchester CityTottenham Hotspur 2-1 Manchester City | Carabao Cup Round of 16 |
| 6 | Sun 3 Nov | 334-1 v Aston VillaTottenham Hotspur 4-1 Aston Villa | Premier League |
| 7 | Thu 7 Nov | 332-3 v GalatasarayGalatasaray 3-2 Tottenham Hotspur | UEFA Europa League Matchday 4 |
| 8 | Sat 23 Nov | 334-0 v Manchester CityManchester City 0-4 Tottenham Hotspur | Premier League |
| 9 | Thu 28 Nov | 332-2 v RomaTottenham Hotspur 2-2 Roma | UEFA Europa League Matchday 5 |
| 10 | Sun 1 Dec | 331-1 v FulhamTottenham Hotspur 1-1 Fulham | Premier League |
| 11 | Thu 5 Dec | 33 0-1 v AFC BournemouthAFC Bournemouth 1-0 Tottenham Hotspur | Premier League |
| 12 | Sun 19 Jan | 332-3 v EvertonEverton 3-2 Tottenham Hotspur | Premier League |
| 13 | Thu 23 Jan | 333-2 v 1899 Hoffenheim1899 Hoffenheim 2-3 Tottenham Hotspur | UEFA Europa League Matchday 7 |
| 14 | Sun 26 Jan | 331-2 v Leicester CityTottenham Hotspur 1-2 Leicester City | Premier League |
| 15 | Thu 30 Jan | 333-0 v IF ElfsborgTottenham Hotspur 3-0 IF Elfsborg | UEFA Europa League Matchday 8 |
| 16 | Sun 2 Feb | 332-0 v BrentfordBrentford 0-2 Tottenham Hotspur | Premier League |
| 17 | Thu 6 Feb | 330-4 v LiverpoolLiverpool 4-0 Tottenham Hotspur | Carabao Cup Semi Final |
| 18 | Sun 16 Feb | 33 1-0 v Manchester UnitedTottenham Hotspur 1-0 Manchester United | Premier League |
| 19 | Thu 13 Mar | 333-1 v AZ AlkmaarTottenham Hotspur 3-1 AZ Alkmaar | UEFA Europa League Round of 16 |
| 20 | Sun 16 Mar | 330-2 v FulhamFulham 2-0 Tottenham Hotspur | Premier League |
| 21 | Sun 6 Apr | 333-1 v SouthamptonTottenham Hotspur 3-1 Southampton | Premier League |
| 22 | Sun 13 Apr | 33 2-4 v Wolverhampton WanderersWolverhampton Wanderers 4-2 Tottenham Hotspur | Premier League |
| 23 | Mon 21 Apr | 331-2 v Nottingham ForestTottenham Hotspur 1-2 Nottingham Forest | Premier League |
| 24 | Sun 27 Apr | 331-5 v LiverpoolLiverpool 5-1 Tottenham Hotspur | Premier League |
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