| 1. Round | 09/08/2015 | Liverpool FC U21 | - | Chelsea FC U21 | 0:1 | ||||
| 2. Round | 14/08/2015 | Chelsea FC U21 | - | Southampton FC U21 | 1:3 | ||||
| 3. Round | 28/08/2015 | Norwich City U21 | - | Chelsea FC U21 | 2:2 | ||||
| 6. Round | 25/09/2015 | Chelsea FC U21 | - | Reading FC U21 | 3:3 | ||||
| 9. Round | 30/10/2015 | Chelsea FC U21 | - | Tottenham Hotspur U21 | 1:3 | ||||
| 13. Round | 08/11/2015 | Chelsea FC U21 | - | Liverpool FC U21 | 4:0 | ||||
| 11. Round | 30/11/2015 | Chelsea FC U21 | - | Sunderland AFC U21 | 1:3 | ||||
| 5. Round | 21/12/2015 | Chelsea FC U21 | - | Middlesbrough FC U21 | 1:0 | ||||
| 14. Round | 11/01/2016 | Tottenham Hotspur U21 | - | Chelsea FC U21 | 4:5 |  |
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| 16. Round | 31/01/2016 | Sunderland AFC U21 | - | Chelsea FC U21 | 0:0 | ||||
| 18. Round | 17/02/2016 | Chelsea FC U21 | - | Norwich City U21 | 5:0 | ||||
| 10. Round | 11/04/2016 | Everton FC U21 | - | Chelsea FC U21 | 2:0 | ||||
| 17. Round | 02/05/2016 | Chelsea FC U21 | - | Everton FC U21 | 0:0 | ||||
| 4. Round | 06/05/2016 | Chelsea FC U21 | - | Manchester United U21 | 0:1 | ||||
| 15. Round | 09/05/2016 | Manchester City U21 | - | Chelsea FC U21 | 0:1 | ||||
| 7. Round | 12/05/2016 | Leicester City U21 | - | Chelsea FC U21 | 3:0 |
England