Dusan Obradovic leads 3 to 1 over 4 singles meetings since 2021. Last meeting on 24/05/2025 at M15 Brcko.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 24/05/2025 | M15 Brcko | Semi-final | clay | Obradovic | 3-6 6-4 6-5 |
| 24/05/2022 | M15 Brcko | Qualifiers | clay | Obradovic | 6-2 7-5 |
| 09/05/2022 | M15 Doboj | Qualifying 2 | clay | Obradovic | |
| 20/09/2021 | M15 Pirot | Qualifying 2 | clay | Castagnola |
| clay | Obradovic 3 - 1 Castagnola |
| 2025 | Obradovic 1 - 0 Castagnola |
| 2022 | Obradovic 2 - 0 Castagnola |
| 2021 | Obradovic 0 - 1 Castagnola |
180 wins, 131 losses since 2021 (57.9%).
Last matches: D V V V D
185 wins, 166 losses since 2021 (52.7%).
Last matches: D V D V V
Dusan Obradovic leads 3 to 1 over 4 singles meetings since 2021.
On 24/05/2025, at M15 Brcko (Semi-final): Dusan Obradovic won 3-6 6-4 6-5.