1. Round | 12/08/2019 | Derby County U23 | - | Chelsea FC U23 | 0:1 | ||||
3. Round | 23/08/2019 | Manchester City U23 | - | Chelsea FC U23 | 2:2 | ||||
10. Round | 02/11/2019 | Chelsea FC U23 | - | Blackburn Rovers U23 | 2:1 | ||||
11. Round | 23/11/2019 | Wolverhampton Wanderers U23 | - | Chelsea FC U23 | 1:1 | ||||
15. Round | 11/01/2020 | Chelsea FC U23 | - | Manchester City U23 | 2:1 | ||||
9. Round | 24/01/2020 | Everton FC U23 | - | Chelsea FC U23 | 2:2 | ||||
16. Round | 31/01/2020 | Chelsea FC U23 | - | Leicester City U23 | 2:2 | ||||
17. Round | 17/02/2020 | Arsenal FC U23 | - | Chelsea FC U23 | 1:2 |