Level, 1 wins each over 2 singles meetings since 2022. Last meeting on 05/07/2026 at M25 Skopje.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 05/07/2026 | M25 Skopje | Final | clay | Ivanovski | |
| 25/05/2022 | M15 Brcko | Round 1 | clay | Orlov | 4-6 1-5 |
| clay | Orlov 1 - 1 Ivanovski |
| 2026 | Orlov 0 - 1 Ivanovski |
| 2022 | Orlov 1 - 0 Ivanovski |
216 wins, 175 losses since 2021 (55.2%).
Last matches: D V D V D
115 wins, 89 losses since 2021 (56.4%).
Last matches: D V V D V
Level, 1 wins each over 2 singles meetings since 2022.
On 05/07/2026, at M25 Skopje (Final): Kalin Ivanovski won.