| Croatia U19 League | 2019/11/16 13:00 | Hrvatski Dragovoljac U19 v NK Dugopolje U19 | W | 4-0 |
| Croatia U19 League | 2018/09/16 12:30 | NK Dugopolje U19 v Hrvatski Dragovoljac U19 | W | 0-1 |
| Croatia U19 League | 2020/08/29 08:00 | NK Lokomotiva Zagreb U19 v Hrvatski Dragovoljac U19 | L | 5-1 |
| Croatia U19 League | 2020/08/26 16:00 | Hajduk Split U19 v Hrvatski Dragovoljac U19 | L | 3-0 |
| Croatia U19 League | 2020/08/22 08:00 | Hrvatski Dragovoljac U19 v Slaven Koprivnica U19 | D | 1-1 |
| Croatia U19 League | 2020/08/14 16:00 | HNK Rijeka U19 v Hrvatski Dragovoljac U19 | L | 2-0 |
| 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 | 2020/08/22 15:30 | HNK Orijent U19 v NK Dugopolje U19 | L | 3-0 |
| Croatia U19 League | 2020/08/17 16:00 | NK Dugopolje U19 v NK Varazdin U19 | D | 1-1 |
| Croatia U19 League | 2020/03/07 09:00 | HNK Rijeka U19 v NK Dugopolje U19 | L | 3-1 |
| Croatia U19 League | 2020/02/22 09:00 | NK Osijek U19 v NK Dugopolje U19 | L | 3-0 |
| Croatia U19 League | 2019/12/07 13:00 | NK Sesvete U19 v NK Dugopolje U19 | L | 2-1 |
| Croatia U19 League | 2019/11/30 13:00 | NK Rudes U19 v NK Dugopolje U19 | L | 3-1 |
| Croatia U19 League | 2019/11/23 09:00 | NK Dugopolje U19 v HNK Orijent U19 | W | 2-1 |
| Croatia U19 League | 2019/11/16 13:00 | Hrvatski Dragovoljac U19 v NK Dugopolje U19 | L | 4-0 |