| 1. Round | 11/08/2019 | Manchester United | - | Chelsea FC | 4:0 | ||||
| 2. Round | 18/08/2019 | Chelsea FC | - | Leicester City | 1:1 | ||||
| 7. Round | 28/09/2019 | Chelsea FC | - | Brighton & Hove Albion | 2:0 | ||||
| 14. Round | 30/11/2019 | Chelsea FC | - | West Ham United | 0:1 | ||||
| 19. Round | 26/12/2019 | Chelsea FC | - | Southampton FC | 0:2 | ||||
| 25. Round | 01/02/2020 | Leicester City | - | Chelsea FC | 2:2 | ||||
| 26. Round | 17/02/2020 | Chelsea FC | - | Manchester United | 0:2 |  |
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| 28. Round | 29/02/2020 | AFC Bournemouth | - | Chelsea FC | 2:2 | ||||
| 29. Round | 08/03/2020 | Chelsea FC | - | Everton FC | 4:0 |  |
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| 31. Round | 25/06/2020 | Chelsea FC | - | Manchester City | 2:1 | ||||
| 38. Round | 26/07/2020 | Chelsea FC | - | Wolverhampton Wanderers | 2:0 |
Spain
