2. Round | 16/08/2019 | Tottenham Hotspur U23 | - | Manchester City U23 | 3:1 | ||||
3. Round | 23/08/2019 | Tottenham Hotspur U23 | - | Derby County U23 | 1:2 | ||||
4. Round | 30/08/2019 | Chelsea FC U23 | - | Tottenham Hotspur U23 | 2:2 | ||||
5. Round | 13/09/2019 | Tottenham Hotspur U23 | - | Southampton FC U23 | 2:2 | ||||
6. Round | 23/09/2019 | Blackburn Rovers U23 | - | Tottenham Hotspur U23 | 4:0 | ||||
10. Round | 01/11/2019 | Tottenham Hotspur U23 | - | Arsenal FC U23 | 1:3 | ||||
11. Round | 22/11/2019 | Everton FC U23 | - | Tottenham Hotspur U23 | 1:3 | ||||
12. Round | 06/12/2019 | Tottenham Hotspur U23 | - | Liverpool FC U23 | 4:0 | ||||
13. Round | 15/12/2019 | Manchester City U23 | - | Tottenham Hotspur U23 | 2:0 | ||||
15. Round | 13/01/2020 | Derby County U23 | - | Tottenham Hotspur U23 | 2:2 | ||||
16. Round | 03/02/2020 | Tottenham Hotspur U23 | - | Brighton & Hove Albion U23 | 1:2 | ||||
17. Round | 14/02/2020 | Leicester City U23 | - | Tottenham Hotspur U23 | 3:2 | ||||
18. Round | 02/03/2020 | Tottenham Hotspur U23 | - | Wolverhampton Wanderers U23 | 3:2 |