Stadium: Court 5 Round: 25 Ground: Clay
| ITF M15 Sibenik | 2021/05/19 12:30 | Rimpei Kawakami v Kalin Ivanovski | 6-0,6-2 |
| ITF M15 Sibenik | 2021/04/21 09:20 | Kalin Ivanovski v Lorenzo Bocchi | 7-6,4-6,6-7 |
| ITF M15 Monastir | 2021/01/12 09:00 | Yusuke Takahashi v Kalin Ivanovski | 6-2,6-4 |
| ITF M15 Heraklion | 2020/11/21 13:00 | Kalin Ivanovski v Adrian Andreev | 1-6,4-6 |
| ITF M15 Heraklion | 2020/11/19 09:35 | Lucas Gerch v Kalin Ivanovski | 6-7,6-7 |
| ITF M15 Heraklion | 2020/11/18 12:30 | Kalin Ivanovski v Stefan Palosi | 7-5,6-2 |
| ITF M15 Heraklion | 2020/11/12 11:00 | Stuart Parker v Kalin Ivanovski | 6-2,6-0 |
| ITF M15 Heraklion | 2020/11/01 10:00 | Kalin Ivanovski v Nicholas David Ionel | 4-6,2-6 |
| ITF M25 Most | 2021/05/29 08:30 | Dalibor Svrcina v Alex Rybakov | 6-2,6-2 |
| ITF M25 Most | 2021/05/28 08:30 | Daniel Michalski v Alex Rybakov | 4-6,4-6 |
| ITF M25 Most | 2021/05/27 08:00 | Alex Rybakov v Filip Peliwo | 6-1,6-2 |
| ITF M25 Most | 2021/05/26 07:55 | Alex Rybakov v Martin Damm | 6-4,6-2 |
| ITF M25 Vic | 2021/05/18 08:00 | Alex Rybakov v Pedro Vives Marcos | 2-6,4-6 |
| ITF M25 Vic | 2021/05/17 09:00 | Alex Rybakov v Max Alcala Gurri | 6-2,7-5 |
| ITF M15 Valldoreix | 2021/05/11 11:00 | Alex Rybakov v Martin Cuevas | 5-7,3-6 |
| ITF M15 Majadahonda | 2021/05/07 11:35 | Matteo Martineau v Alex Rybakov | 6-4,5-7,7-6 |