| 2. Ronde | 31.08.2019 | Real Madrid Castilla | - | Marino de Luanco | 3:1 | ||||
| 4. Ronde | 14.09.2019 | Real Madrid Castilla | - | UP Langreo | 0:0 | ||||
| 5. Ronde | 22.09.2019 | UD Las Palmas B | - | Real Madrid Castilla | 0:0 | ||||
| 6. Ronde | 28.09.2019 | Real Madrid Castilla | - | Rayo Majadahonda | 3:1 |  |
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| 7. Ronde | 06.10.2019 | UD SS Reyes | - | Real Madrid Castilla | 1:1 | ||||
| 10. Ronde | 26.10.2019 | Real Madrid Castilla | - | Racing Ferrol | 1:2 | ||||
| 11. Ronde | 03.11.2019 | Sporting Gijón B | - | Real Madrid Castilla | 4:2 | ||||
| 17. Ronde | 15.12.2019 | Real Madrid Castilla | - | Getafe CF B | 3:0 | ||||
| 19. Ronde | 05.01.2020 | Real Madrid Castilla | - | UD Melilla | 1:2 | ||||
| 18. Ronde | 08.01.2020 | Celta de Vigo B | - | Real Madrid Castilla | 0:1 | |
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| 20. Ronde | 12.01.2020 | Real Madrid Castilla | - | Las Rozas CF | 2:2 | ||||
| 28. Ronde | 07.03.2020 | Real Madrid Castilla | - | Coruxo FC | 4:0 |
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