Home History
| Europe Friendlies | 2019/07/14 14:00 | Vardar Skopje v Tikves Kavadarci | D | 3-3 |
| North Macedonia Play-Offs | 2019/06/05 14:30 | FK Sileks v Tikves Kavadarci | L | 3-2 |
| North Macedonia Play-Offs | 2019/06/02 14:30 | Tikves Kavadarci v FK Labunishta | W | 6-3 |
| North Macedonia Second League | 2019/05/25 14:30 | FK Borec v Tikves Kavadarci | L | 3-1 |
| North Macedonia Second League | 2019/05/18 14:30 | Tikves Kavadarci v Detonit Plackovica | W | 3-0 |
| North Macedonia Second League | 2019/05/11 14:30 | Tikves Kavadarci v FK Kozuf Gevgelija | D | 0-0 |
| North Macedonia Second League | 2019/05/04 14:00 | Bregalnica Stip v Tikves Kavadarci | D | 0-0 |
| North Macedonia Second League | 2019/04/27 14:00 | Tikves Kavadarci v FK Lokomotive | W | 3-2 |
Away History
| Serbia Super Liga Play-Offs | 2019/05/26 14:00 | Dinamo Vranje v FK Indija | W | 2-0 |
| Serbia Super Liga Play-Offs | 2019/05/22 15:00 | FK Indija v Dinamo Vranje | L | 3-0 |
| Serbia Super Liga | 2019/05/19 17:00 | FK Backa Palanka v Dinamo Vranje | W | 0-1 |
| Serbia Super Liga | 2019/05/11 14:00 | Dinamo Vranje v Spartak Subotica | W | 2-1 |
| Serbia Super Liga | 2019/05/05 14:00 | Dinamo Vranje v FK Zemun | W | 1-0 |
| Serbia Super Liga | 2019/05/01 14:00 | Rad Belgrade v Dinamo Vranje | L | 1-0 |
| Serbia Super Liga | 2019/04/25 16:00 | FK Radnik Surdulica v Dinamo Vranje | D | 1-1 |
| Serbia Super Liga | 2019/04/20 14:00 | Dinamo Vranje v FK Vozdovac | W | 1-0 |