| 1 | Mon 19 Aug | 11-1 v Leicester CityLeicester City 1-1 Tottenham Hotspur | Premier League |
| 2 | Sat 24 Aug | 14-0 v EvertonTottenham Hotspur 4-0 Everton | Premier League |
| 3 | Sun 1 Sep | 11-2 v Newcastle UnitedNewcastle United 2-1 Tottenham Hotspur | Premier League |
| 4 | Sun 15 Sep | 1 0-1 v ArsenalTottenham Hotspur 0-1 Arsenal | Premier League |
| 5 | Sat 21 Sep | 13-1 v BrentfordTottenham Hotspur 3-1 Brentford | Premier League |
| 6 | Thu 26 Sep | 13-0 v FK QarabağTottenham Hotspur 3-0 FK Qarabağ | UEFA Europa League Matchday 1 |
| 7 | Sun 29 Sep | 13-0 v Manchester UnitedManchester United 0-3 Tottenham Hotspur | Premier League |
| 8 | Thu 3 Oct | 12-1 v Ferencvárosi TCFerencvárosi TC 1-2 Tottenham Hotspur | UEFA Europa League Matchday 2 |
| 9 | Sun 6 Oct | 12-3 v Brighton & Hove AlbionBrighton & Hove Albion 3-2 Tottenham Hotspur | Premier League |
| 10 | Sat 19 Oct | 14-1 v West Ham UnitedTottenham Hotspur 4-1 West Ham United | Premier League |
| 11 | Sun 27 Oct | 10-1 v Crystal PalaceCrystal Palace 1-0 Tottenham Hotspur | Premier League |
| 12 | Wed 30 Oct | 12-1 v Manchester CityTottenham Hotspur 2-1 Manchester City | Carabao Cup Round of 16 |
| 13 | Sun 3 Nov | 14-1 v Aston VillaTottenham Hotspur 4-1 Aston Villa | Premier League |
| 14 | Sun 10 Nov | 11-2 v Ipswich TownTottenham Hotspur 1-2 Ipswich Town | Premier League |
| 15 | Sat 23 Nov | 14-0 v Manchester CityManchester City 0-4 Tottenham Hotspur | Premier League |
| 16 | Sun 16 Feb | 11-0 v Manchester UnitedTottenham Hotspur 1-0 Manchester United | Premier League |
| 17 | Sat 22 Feb | 14-1 v Ipswich TownIpswich Town 1-4 Tottenham Hotspur | Premier League |
| 18 | Wed 26 Feb | 10-1 v Manchester CityTottenham Hotspur 0-1 Manchester City | Premier League |
| 19 | Thu 6 Mar | 10-1 v AZ AlkmaarAZ Alkmaar 1-0 Tottenham Hotspur | UEFA Europa League Round of 16 |
| 20 | Sun 9 Mar | 12-2 v AFC BournemouthTottenham Hotspur 2-2 AFC Bournemouth | Premier League |
| 21 | Thu 13 Mar | 13-1 v AZ AlkmaarTottenham Hotspur 3-1 AZ Alkmaar | UEFA Europa League Round of 16 |
| 22 | Sun 16 Mar | 10-2 v FulhamFulham 2-0 Tottenham Hotspur | Premier League |
| 23 | Thu 3 Apr | 10-1 v ChelseaChelsea 1-0 Tottenham Hotspur | Premier League |
| 24 | Sun 6 Apr | 13-1 v SouthamptonTottenham Hotspur 3-1 Southampton | Premier League |
| 25 | Thu 10 Apr | 11-1 v Eintracht FrankfurtTottenham Hotspur 1-1 Eintracht Frankfurt | UEFA Europa League Quarter Final |
| 26 | Sun 13 Apr | 12-4 v Wolverhampton WanderersWolverhampton Wanderers 4-2 Tottenham Hotspur | Premier League |
| 27 | Thu 17 Apr | 11-0 v Eintracht FrankfurtEintracht Frankfurt 0-1 Tottenham Hotspur | UEFA Europa League Quarter Final |
| 28 | Mon 21 Apr | 11-2 v Nottingham ForestTottenham Hotspur 1-2 Nottingham Forest | Premier League |
| 29 | Sun 27 Apr | 11-5 v LiverpoolLiverpool 5-1 Tottenham Hotspur | Premier League |
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