| 1. Jornada | 11.08.2018 | Southampton FC [Sub 18] | - | Chelsea FC [Sub 18] | 1:3 | ||||
| 2. Jornada | 18.08.2018 | Chelsea FC [Sub 18] | - | Leicester City [Sub 18] | 1:1 | ||||
| 3. Jornada | 25.08.2018 | Tottenham Hotspur [Sub 18] | - | Chelsea FC [Sub 18] | 2:0 | ||||
| 4. Jornada | 01.09.2018 | Chelsea FC [Sub 18] | - | Arsenal FC [Sub 18] | 3:1 | ||||
| 5. Jornada | 14.09.2018 | Swansea City [Sub 18] | - | Chelsea FC [Sub 18] | 1:2 | ||||
| 8. Jornada | 20.10.2018 | West Ham United [Sub 18] | - | Chelsea FC [Sub 18] | 0:5 | ||||
| 9. Jornada | 03.11.2018 | Chelsea FC [Sub 18] | - | Norwich City [Sub 18] | 2:1 | ||||
| 12. Jornada | 05.01.2019 | Leicester City [Sub 18] | - | Chelsea FC [Sub 18] | 2:3 | ||||
| 16. Jornada | 23.02.2019 | Chelsea FC [Sub 18] | - | Swansea City [Sub 18] | 6:0 |
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