| 4. Round | 14/09/2019 | Real Madrid Castilla | - | UP Langreo | 0:0 | ||||
| 6. Round | 28/09/2019 | Real Madrid Castilla | - | Rayo Majadahonda | 3:1 | ||||
| 7. Round | 06/10/2019 | UD SS Reyes | - | Real Madrid Castilla | 1:1 |  |
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| 8. Round | 12/10/2019 | Real Madrid Castilla | - | Pontevedra CF | 2:1 | ||||
| 9. Round | 20/10/2019 | Coruxo FC | - | Real Madrid Castilla | 1:1 | |
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| 10. Round | 26/10/2019 | Real Madrid Castilla | - | Racing Ferrol | 1:2 | ||||
| 11. Round | 03/11/2019 | Sporting Gijón B | - | Real Madrid Castilla | 4:2 | ||||
| 13. Round | 17/11/2019 | Atlético Baleares | - | Real Madrid Castilla | 1:1 | |
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| 14. Round | 23/11/2019 | Real Madrid Castilla | - | Real Oviedo B | 2:0 | ||||
| 15. Round | 30/11/2019 | Atlético Madrid B | - | Real Madrid Castilla | 2:0 | ||||
| 16. Round | 07/12/2019 | Real Madrid Castilla | - | CF Internacional | 2:2 | ||||
| 17. Round | 15/12/2019 | Real Madrid Castilla | - | Getafe CF B | 3:0 |  |
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| 19. Round | 05/01/2020 | Real Madrid Castilla | - | UD Melilla | 1:2 | ||||
| 18. Round | 08/01/2020 | RC Celta B | - | Real Madrid Castilla | 0:1 | ||||
| 20. Round | 12/01/2020 | Real Madrid Castilla | - | Las Rozas CF | 2:2 |
Argentina
Spain