| 1 | Mon 19 Aug | 30 1-1 v Leicester CityLeicester City 1-1 Tottenham Hotspur | Premier League |
| 2 | Sun 1 Sep | 30 1-2 v Newcastle UnitedNewcastle United 2-1 Tottenham Hotspur | Premier League |
| 3 | Sun 15 Sep | 30 0-1 v ArsenalTottenham Hotspur 0-1 Arsenal | Premier League |
| 4 | Wed 18 Sep | 302-1 v Coventry CityCoventry City 1-2 Tottenham Hotspur | Carabao Cup Third Round |
| 5 | Sat 21 Sep | 303-1 v BrentfordTottenham Hotspur 3-1 Brentford | Premier League |
| 6 | Thu 26 Sep | 303-0 v FK QarabağTottenham Hotspur 3-0 FK Qarabağ | UEFA Europa League Matchday 1 |
| 7 | Sun 29 Sep | 303-0 v Manchester UnitedManchester United 0-3 Tottenham Hotspur | Premier League |
| 8 | Sun 6 Oct | 302-3 v Brighton & Hove AlbionBrighton & Hove Albion 3-2 Tottenham Hotspur | Premier League |
| 9 | Sat 19 Oct | 304-1 v West Ham UnitedTottenham Hotspur 4-1 West Ham United | Premier League |
| 10 | Thu 24 Oct | 301-0 v AZ AlkmaarTottenham Hotspur 1-0 AZ Alkmaar | UEFA Europa League Matchday 3 |
| 11 | Sun 27 Oct | 300-1 v Crystal PalaceCrystal Palace 1-0 Tottenham Hotspur | Premier League |
| 12 | Wed 30 Oct | 302-1 v Manchester CityTottenham Hotspur 2-1 Manchester City | Carabao Cup Round of 16 |
| 13 | Sun 3 Nov | 304-1 v Aston VillaTottenham Hotspur 4-1 Aston Villa | Premier League |
| 14 | Thu 7 Nov | 30 2-3 v GalatasarayGalatasaray 3-2 Tottenham Hotspur | UEFA Europa League Matchday 4 |
| 15 | Sun 10 Nov | 30 1-2 v Ipswich TownTottenham Hotspur 1-2 Ipswich Town | Premier League |
| 16 | Thu 28 Nov | 30 2-2 v RomaTottenham Hotspur 2-2 Roma | UEFA Europa League Matchday 5 |
| 17 | Thu 12 Dec | 301-1 v RangersRangers 1-1 Tottenham Hotspur | UEFA Europa League Matchday 6 |
| 18 | Thu 26 Dec | 300-1 v Nottingham ForestNottingham Forest 1-0 Tottenham Hotspur | Premier League |
| 19 | Sun 29 Dec | 30 2-2 v Wolverhampton WanderersTottenham Hotspur 2-2 Wolverhampton Wanderers | Premier League |
| 20 | Wed 8 Jan | 301-0 v LiverpoolTottenham Hotspur 1-0 Liverpool | Carabao Cup Semi Final |
| 21 | Thu 23 Jan | 303-2 v 1899 Hoffenheim1899 Hoffenheim 2-3 Tottenham Hotspur | UEFA Europa League Matchday 7 |
| 22 | Sun 26 Jan | 301-2 v Leicester CityTottenham Hotspur 1-2 Leicester City | Premier League |
| 23 | Thu 30 Jan | 303-0 v IF ElfsborgTottenham Hotspur 3-0 IF Elfsborg | UEFA Europa League Matchday 8 |
| 24 | Sun 2 Feb | 302-0 v BrentfordBrentford 0-2 Tottenham Hotspur | Premier League |
| 25 | Thu 6 Feb | 300-4 v LiverpoolLiverpool 4-0 Tottenham Hotspur | Carabao Cup Semi Final |
| 26 | Sun 9 Feb | 30 1-2 v Aston VillaAston Villa 2-1 Tottenham Hotspur | Emirates FA Cup Fourth Round |
| 27 | Sun 16 Feb | 301-0 v Manchester UnitedTottenham Hotspur 1-0 Manchester United | Premier League |
| 28 | Sat 22 Feb | 304-1 v Ipswich TownIpswich Town 1-4 Tottenham Hotspur | Premier League |
| 29 | Wed 26 Feb | 30 0-1 v Manchester CityTottenham Hotspur 0-1 Manchester City | Premier League |
| 30 | Thu 6 Mar | 30 0-1 v AZ AlkmaarAZ Alkmaar 1-0 Tottenham Hotspur | UEFA Europa League Round of 16 |
| 31 | Sun 9 Mar | 30 2-2 v AFC BournemouthTottenham Hotspur 2-2 AFC Bournemouth | Premier League |
| 32 | Sun 16 Mar | 300-2 v FulhamFulham 2-0 Tottenham Hotspur | Premier League |
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