| 10. Round | 27/10/2023 | Crystal Palace | - | Tottenham Hotspur | 1:2 | ||||
| 12. Round | 11/11/2023 | Wolverhampton Wanderers | - | Tottenham Hotspur | 2:1 | ||||
| 13. Round | 26/11/2023 | Tottenham Hotspur | - | Aston Villa | 1:2 | ||||
| 14. Round | 03/12/2023 | Manchester City | - | Tottenham Hotspur | 3:3 | ||||
| 15. Round | 07/12/2023 | Tottenham Hotspur | - | West Ham United | 1:2 | ||||
| 16. Round | 10/12/2023 | Tottenham Hotspur | - | Newcastle United | 4:1 | ||||
| 19. Round | 28/12/2023 | Brighton & Hove Albion | - | Tottenham Hotspur | 4:2 | ||||
| 20. Round | 31/12/2023 | Tottenham Hotspur | - | AFC Bournemouth | 3:1 | ||||
| 21. Round | 14/01/2024 | Manchester United | - | Tottenham Hotspur | 2:2 | ||||
| 23. Round | 03/02/2024 | Everton FC | - | Tottenham Hotspur | 2:2 | ||||
| 26. Round | 02/05/2024 | Chelsea FC | - | Tottenham Hotspur | 2:0 |
Spain