| 1 | Wed 13 Aug | 62-2 v Paris St GermainParis St Germain 2-2 Tottenham Hotspur | UEFA Super Cup Final |
| 2 | Sat 16 Aug | 63-0 v BurnleyTottenham Hotspur 3-0 Burnley | Premier League |
| 3 | Sat 23 Aug | 62-0 v Manchester CityManchester City 0-2 Tottenham Hotspur | Premier League |
| 4 | Sat 30 Aug | 60-1 v AFC BournemouthTottenham Hotspur 0-1 AFC Bournemouth | Premier League |
| 5 | Sat 13 Sep | 63-0 v West Ham UnitedWest Ham United 0-3 Tottenham Hotspur | Premier League |
| 6 | Tue 16 Sep | 61-0 v VillarrealTottenham Hotspur 1-0 Villarreal | UEFA Champions League Matchday 1 |
| 7 | Sat 20 Sep | 62-2 v Brighton & Hove AlbionBrighton & Hove Albion 2-2 Tottenham Hotspur | Premier League |
| 8 | Wed 24 Sep | 63-0 v Doncaster RoversTottenham Hotspur 3-0 Doncaster Rovers | Carabao Cup Third Round |
| 9 | Sat 27 Sep | 6 1-1 v Wolverhampton WanderersTottenham Hotspur 1-1 Wolverhampton Wanderers | Premier League |
| 10 | Tue 30 Sep | 62-2 v FK Bodø/GlimtFK Bodø/Glimt 2-2 Tottenham Hotspur | UEFA Champions League Matchday 2 |
| 11 | Sat 4 Oct | 6 2-1 v Leeds UnitedLeeds United 1-2 Tottenham Hotspur | Premier League |
| 12 | Sun 19 Oct | 61-2 v Aston VillaTottenham Hotspur 1-2 Aston Villa | Premier League |
| 13 | Wed 22 Oct | 60-0 v MonacoMonaco 0-0 Tottenham Hotspur | UEFA Champions League Matchday 3 |
| 14 | Sun 26 Oct | 63-0 v EvertonEverton 0-3 Tottenham Hotspur | Premier League |
| 15 | Wed 29 Oct | 6 0-2 v Newcastle UnitedNewcastle United 2-0 Tottenham Hotspur | Carabao Cup Fourth Round |
| 16 | Sat 1 Nov | 60-1 v ChelseaTottenham Hotspur 0-1 Chelsea | Premier League |
| 17 | Tue 4 Nov | 64-0 v FC CopenhagenTottenham Hotspur 4-0 FC Copenhagen | UEFA Champions League Matchday 4 |
| 18 | Sat 8 Nov | 6 2-2 v Manchester UnitedTottenham Hotspur 2-2 Manchester United | Premier League |
| 19 | Sun 23 Nov | 61-4 v ArsenalArsenal 4-1 Tottenham Hotspur | Premier League |
| 20 | Wed 26 Nov | 63-5 v Paris St GermainParis St Germain 5-3 Tottenham Hotspur | UEFA Champions League Matchday 5 |
| 21 | Sat 29 Nov | 61-2 v FulhamTottenham Hotspur 1-2 Fulham | Premier League |
| 22 | Sat 6 Dec | 62-0 v BrentfordTottenham Hotspur 2-0 Brentford | Premier League |
| 23 | Tue 9 Dec | 6 3-0 v Slavia PragueTottenham Hotspur 3-0 Slavia Prague | UEFA Champions League Matchday 6 |
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