| Coupe Davis | 2021/06/22 08:00 | Ivanovski, Kalin v Bajraliu, Granit | 6-0,6-0 |
| ITF M15 Skopje | 2021/06/10 08:35 | Ivanovski, Kalin v Obrad Markovski | 6-3,4-6,4-6 |
| ITF M15 Skopje | 2021/06/02 08:00 | Ivanovski, Kalin v Alex Rybakov | 2-6,2-6 |
| Sibenik, Singles M-ITF-CRO-05A | 2021/05/19 12:30 | Kawakami, Rimpei v Ivanovski, Kalin | 6-0,6-2 |
| Sibenik, Singles M-ITF-CRO-05A | 2021/04/21 09:20 | Ivanovski, Kalin v Lorenzo Bocchi | 7-6,4-6,6-7 |
| ITF - M15 Monastir | 2021/01/12 09:00 | Yusuke Takahashi v Ivanovski, Kalin | 6-2,6-4 |
| ITF - M15 Héraklion | 2020/11/21 13:00 | Ivanovski, Kalin v Adrian Andreev | 1-6,4-6 |
| ITF - M15 Héraklion | 2020/11/19 09:35 | Lucas Gerch v Ivanovski, Kalin | 6-7,6-7 |
| Coupe Davis | 2021/06/22 08:00 | Damien Gelabert v Ilya Snitari | 1-6,2-6 |