| 1. Round | 24/08/2019 | Rayo Majadahonda | - | Sporting Gijón B | 1:0 |  |
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| 2. Round | 01/09/2019 | UD Ibiza | - | Rayo Majadahonda | 2:0 | ||||
| 3. Round | 08/09/2019 | Rayo Majadahonda | - | Atlético Baleares | 2:1 | ||||
| 5. Round | 22/09/2019 | Rayo Majadahonda | - | Atlético Madrid B | 1:0 | ||||
| 6. Round | 28/09/2019 | Real Madrid Castilla | - | Rayo Majadahonda | 3:1 | |
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| 7. Round | 06/10/2019 | Rayo Majadahonda | - | Getafe CF B | 2:0 | ||||
| 8. Round | 13/10/2019 | RC Celta B | - | Rayo Majadahonda | 0:1 | ||||
| 9. Round | 20/10/2019 | Rayo Majadahonda | - | UD Melilla | 2:2 | ||||
| 10. Round | 27/10/2019 | Las Rozas CF | - | Rayo Majadahonda | 1:1 | ||||
| 11. Round | 03/11/2019 | Rayo Majadahonda | - | Marino de Luanco | 2:1 | ||||
| 12. Round | 10/11/2019 | Peña Deportiva | - | Rayo Majadahonda | 0:0 | ||||
| 17. Round | 14/12/2019 | Pontevedra CF | - | Rayo Majadahonda | 2:1 | ||||
| 24. Round | 09/02/2020 | Atlético Madrid B | - | Rayo Majadahonda | 0:1 | ||||
| 25. Round | 16/02/2020 | Rayo Majadahonda | - | Real Madrid Castilla | 2:2 | ||||
| 27. Round | 01/03/2020 | Rayo Majadahonda | - | RC Celta B | 1:2 |
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