| Croatia U19 League | 2019/11/04 13:00 | Hrvatski Dragovoljac U19 v HNK Orijent U19 | D | 2-2 |
| Croatia U19 League | 2020/03/07 11:28 | Istra 1961 U19 v HNK Orijent U19 | L | 4-3 |
| Croatia U19 League | 2020/03/01 11:00 | HNK Orijent U19 v Hajduk Split U19 | L | 0-2 |
| Croatia U19 League | 2020/02/22 10:05 | HNK Rijeka U19 v HNK Orijent U19 | D | 2-2 |
| Croatia U19 League | 2019/12/06 12:00 | HNK Orijent U19 v Dinamo Zagreb U19 | L | 0-1 |
| Croatia U19 League | 2019/11/30 09:30 | HNK Orijent U19 v NK Osijek U19 | W | 2-0 |
| Croatia U19 League | 2019/11/27 12:30 | NK Rudes U19 v HNK Orijent U19 | L | 2-0 |
| Croatia U19 League | 2019/11/23 09:00 | NK Dugopolje U19 v HNK Orijent U19 | L | 2-1 |
| Croatia U19 League | 2019/11/04 13:00 | Hrvatski Dragovoljac U19 v HNK Orijent U19 | D | 2-2 |
| Croatia U19 League | 2020/03/07 09:00 | NK Varazdin U19 v Hrvatski Dragovoljac U19 | L | 1-0 |
| Croatia U19 League | 2020/02/29 12:59 | Hrvatski Dragovoljac U19 v Istra 1961 U19 | D | 1-1 |
| Croatia U19 League | 2020/02/23 15:00 | Hajduk Split U19 v Hrvatski Dragovoljac U19 | L | 1-0 |
| Croatia U19 League | 2019/12/08 12:00 | Hrvatski Dragovoljac U19 v HNK Rijeka U19 | L | 1-4 |
| Croatia U19 League | 2019/12/02 12:00 | Hrvatski Dragovoljac U19 v Dinamo Zagreb U19 | L | 2-3 |
| Croatia U19 League | 2019/11/24 12:00 | NK Osijek U19 v Hrvatski Dragovoljac U19 | L | 3-1 |
| Croatia U19 League | 2019/11/16 13:00 | Hrvatski Dragovoljac U19 v NK Dugopolje U19 | W | 4-0 |
| Croatia U19 League | 2019/11/10 12:59 | Hrvatski Dragovoljac U19 v NK Rudes U19 | L | 0-1 |