Level, 1 wins each over 2 singles meetings since 2022. Last meeting on 26/09/2025 at M25 Zlatibor.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 26/09/2025 | M25 Zlatibor | Quarter-final | clay | Obradovic | 6-7(4) 6-3 4-6 |
| 20/05/2022 | M25 Osijek | Quarter-final | clay | Orlov | 4-6 6-2 4-6 |
| clay | Orlov 1 - 1 Obradovic |
| 2025 | Orlov 0 - 1 Obradovic |
| 2022 | Orlov 1 - 0 Obradovic |
214 wins, 171 losses since 2021 (55.6%).
Last matches: D V V D D
180 wins, 131 losses since 2021 (57.9%).
Last matches: D V V V D
Level, 1 wins each over 2 singles meetings since 2022.
On 26/09/2025, at M25 Zlatibor (Quarter-final): Dusan Obradovic won 6-7(4) 6-3 4-6.