1. Round | 11/08/2018 | Southampton FC [U18] | - | Chelsea FC [U18] | 1:3 | ||||
2. Round | 18/08/2018 | Chelsea FC [U18] | - | Leicester City [U18] | 1:1 | ||||
3. Round | 25/08/2018 | Tottenham Hotspur [U18] | - | Chelsea FC [U18] | 2:0 | ||||
4. Round | 01/09/2018 | Chelsea FC [U18] | - | Arsenal FC [U18] | 3:1 | ||||
5. Round | 14/09/2018 | Swansea City [U18] | - | Chelsea FC [U18] | 1:2 | ||||
8. Round | 20/10/2018 | West Ham United [U18] | - | Chelsea FC [U18] | 0:5 | ||||
9. Round | 03/11/2018 | Chelsea FC [U18] | - | Norwich City [U18] | 2:1 | ||||
12. Round | 05/01/2019 | Leicester City [U18] | - | Chelsea FC [U18] | 2:3 | ||||
16. Round | 23/02/2019 | Chelsea FC [U18] | - | Swansea City [U18] | 6:0 |