| 1 | Mon 19 Aug | 141-1 v Leicester CityLeicester City 1-1 Tottenham Hotspur | Premier League |
| 2 | Sat 24 Aug | 144-0 v EvertonTottenham Hotspur 4-0 Everton | Premier League |
| 3 | Wed 18 Sep | 142-1 v Coventry CityCoventry City 1-2 Tottenham Hotspur | Carabao Cup Third Round |
| 4 | Sat 21 Sep | 143-1 v BrentfordTottenham Hotspur 3-1 Brentford | Premier League |
| 5 | Thu 26 Sep | 143-0 v FK QarabağTottenham Hotspur 3-0 FK Qarabağ | UEFA Europa League Matchday 1 |
| 6 | Thu 3 Oct | 142-1 v Ferencvárosi TCFerencvárosi TC 1-2 Tottenham Hotspur | UEFA Europa League Matchday 2 |
| 7 | Sat 19 Oct | 144-1 v West Ham UnitedTottenham Hotspur 4-1 West Ham United | Premier League |
| 8 | Thu 24 Oct | 141-0 v AZ AlkmaarTottenham Hotspur 1-0 AZ Alkmaar | UEFA Europa League Matchday 3 |
| 9 | Wed 30 Oct | 14 2-1 v Manchester CityTottenham Hotspur 2-1 Manchester City | Carabao Cup Round of 16 |
| 10 | Sun 3 Nov | 144-1 v Aston VillaTottenham Hotspur 4-1 Aston Villa | Premier League |
| 11 | Thu 7 Nov | 142-3 v GalatasarayGalatasaray 3-2 Tottenham Hotspur | UEFA Europa League Matchday 4 |
| 12 | Thu 28 Nov | 142-2 v RomaTottenham Hotspur 2-2 Roma | UEFA Europa League Matchday 5 |
| 13 | Sun 1 Dec | 141-1 v FulhamTottenham Hotspur 1-1 Fulham | Premier League |
| 14 | Thu 5 Dec | 140-1 v AFC BournemouthAFC Bournemouth 1-0 Tottenham Hotspur | Premier League |
| 15 | Sun 8 Dec | 143-4 v ChelseaTottenham Hotspur 3-4 Chelsea | Premier League |
| 16 | Thu 12 Dec | 141-1 v RangersRangers 1-1 Tottenham Hotspur | UEFA Europa League Matchday 6 |
| 17 | Sun 15 Dec | 145-0 v SouthamptonSouthampton 0-5 Tottenham Hotspur | Premier League |
| 18 | Thu 19 Dec | 144-3 v Manchester UnitedTottenham Hotspur 4-3 Manchester United | Carabao Cup Quarter Final |
| 19 | Sun 22 Dec | 143-6 v LiverpoolTottenham Hotspur 3-6 Liverpool | Premier League |
| 20 | Thu 26 Dec | 140-1 v Nottingham ForestNottingham Forest 1-0 Tottenham Hotspur | Premier League |
| 21 | Sun 29 Dec | 142-2 v Wolverhampton WanderersTottenham Hotspur 2-2 Wolverhampton Wanderers | Premier League |
| 22 | Sat 4 Jan | 141-2 v Newcastle UnitedTottenham Hotspur 1-2 Newcastle United | Premier League |
| 23 | Wed 8 Jan | 141-0 v LiverpoolTottenham Hotspur 1-0 Liverpool | Carabao Cup Semi Final |
| 24 | Sun 12 Jan | 143-0 v TamworthTamworth 0-3 Tottenham Hotspur | Emirates FA Cup Third Round |
| 25 | Wed 15 Jan | 141-2 v ArsenalArsenal 2-1 Tottenham Hotspur | Premier League |
| 26 | Sun 19 Jan | 142-3 v EvertonEverton 3-2 Tottenham Hotspur | Premier League |
| 27 | Thu 23 Jan | 143-2 v 1899 Hoffenheim1899 Hoffenheim 2-3 Tottenham Hotspur | UEFA Europa League Matchday 7 |
| 28 | Sun 26 Jan | 141-2 v Leicester CityTottenham Hotspur 1-2 Leicester City | Premier League |
| 29 | Thu 30 Jan | 143-0 v IF ElfsborgTottenham Hotspur 3-0 IF Elfsborg | UEFA Europa League Matchday 8 |
| 30 | Sun 2 Feb | 142-0 v BrentfordBrentford 0-2 Tottenham Hotspur | Premier League |
| 31 | Thu 6 Feb | 140-4 v LiverpoolLiverpool 4-0 Tottenham Hotspur | Carabao Cup Semi Final |
| 32 | Sun 9 Feb | 141-2 v Aston VillaAston Villa 2-1 Tottenham Hotspur | Emirates FA Cup Fourth Round |
| 33 | Sun 16 Feb | 141-0 v Manchester UnitedTottenham Hotspur 1-0 Manchester United | Premier League |
| 34 | Sat 22 Feb | 144-1 v Ipswich TownIpswich Town 1-4 Tottenham Hotspur | Premier League |
| 35 | Wed 26 Feb | 140-1 v Manchester CityTottenham Hotspur 0-1 Manchester City | Premier League |
| 36 | Thu 6 Mar | 140-1 v AZ AlkmaarAZ Alkmaar 1-0 Tottenham Hotspur | UEFA Europa League Round of 16 |
| 37 | Thu 13 Mar | 143-1 v AZ AlkmaarTottenham Hotspur 3-1 AZ Alkmaar | UEFA Europa League Round of 16 |
| 38 | Sun 16 Mar | 140-2 v FulhamFulham 2-0 Tottenham Hotspur | Premier League |
| 39 | Sun 6 Apr | 143-1 v SouthamptonTottenham Hotspur 3-1 Southampton | Premier League |
| 40 | Sun 13 Apr | 142-4 v Wolverhampton WanderersWolverhampton Wanderers 4-2 Tottenham Hotspur | Premier League |
| 41 | Sun 27 Apr | 141-5 v LiverpoolLiverpool 5-1 Tottenham Hotspur | Premier League |
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