1. Round | 10/08/2019 | Liverpool FC U23 | - | Tottenham Hotspur U23 | 0:4 | ||||
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 | ||||
15. Round | 13/01/2020 | Derby County U23 | - | Tottenham Hotspur U23 | 2:2 | ||||
17. Round | 14/02/2020 | Leicester City U23 | - | Tottenham Hotspur U23 | 3:2 |