Level, 1 wins each over 2 singles meetings since 2024. Last meeting on 15/10/2026 at M15 Bol.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 15/10/2026 | M15 Bol | Round 2 | clay | Miletich | 7-6 3-0 |
| 29/08/2024 | M15 Kursumlijska Banja | Round 2 | clay | Obradovic |
| clay | Obradovic 1 - 1 Miletich |
| 2026 | Obradovic 0 - 1 Miletich |
| 2024 | Obradovic 1 - 0 Miletich |
184 wins, 134 losses since 2021 (57.9%).
Last matches: V D V D V
100 wins, 82 losses since 2021 (54.9%).
Last matches: D D V V V
Level, 1 wins each over 2 singles meetings since 2024.
On 15/10/2026, at M15 Bol (Round 2): Iannis Miletich won 7-6 3-0.