| Spain Youth League | 2018/12/06 11:00 | Valladolid U19 v CD Canillas U19 | L | 2-0 |
| Spain Youth League | 2019/03/23 15:15 | CD Canillas U19 v Rayo Vallecano U19 | L | 0-1 |
| Spain Youth League | 2019/03/17 15:00 | Rayo Majadahonda U19 v CD Canillas U19 | L | 2-0 |
| Spain Youth League | 2019/03/16 15:00 | Rayo Majadahonda U19 v CD Canillas U19 | L | 2-0 |
| Spain Youth League | 2019/03/09 15:30 | CD Canillas U19 v Alcorcon U19 | D | 2-2 |
| Spain Youth League | 2019/03/02 12:00 | Atletico Madrid U19 v CD Canillas U19 | L | 5-1 |
| Spain Youth League | 2019/02/10 16:00 | Extremadura U19 v CD Canillas U19 | L | 3-0 |
| Spain Youth League | 2019/02/03 11:00 | CD Canillas U19 v Real Madrid U19 | L | 2-4 |
| Spain Youth League | 2019/01/13 13:15 | CD Canillas U19 v Getafe U19 | D | 0-0 |
| Spain Youth League | 2019/03/30 11:00 | Valladolid U19 v Getafe U19 | W | 5-2 |
| Spain Youth League | 2019/03/24 15:30 | Leganes U19 v Valladolid U19 | W | 1-3 |
| Spain Youth League | 2019/03/16 11:00 | Valladolid U19 v Union Adarve U19 | W | 3-0 |
| Spain Youth League | 2019/03/10 11:00 | Inter Amistad U19 v Valladolid U19 | W | 0-3 |
| Spain Youth League | 2019/03/03 15:00 | Aravaca CF U19 v Valladolid U19 | W | 0-2 |
| Spain Youth League | 2019/02/17 11:30 | Valladolid U19 v Almendralejo U19 | W | 4-0 |
| Spain Youth League | 2019/02/09 15:00 | Rayo Vallecano U19 v Valladolid U19 | L | 3-1 |
| Spain Youth League | 2019/01/26 15:00 | Alcorcon U19 v Valladolid U19 | W | 0-2 |