Level, 1 wins each over 2 singles meetings since 2024. Last meeting on 04/06/2026 at M15 Ljubljana.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 04/06/2026 | M15 Ljubljana | Round 2 | clay | Kupcic | 6-7(6) 6-4 4-6 |
| 06/06/2024 | M15 Hrastnik | Round 2 | clay | Castagnola | 7-6(3) 6-2 |
| clay | Kupcic 1 - 1 Castagnola |
| 2026 | Kupcic 1 - 0 Castagnola |
| 2024 | Kupcic 0 - 1 Castagnola |
136 wins, 102 losses since 2021 (57.1%).
Last matches: V D V V V
185 wins, 167 losses since 2021 (52.6%).
Last matches: D D V D V
Level, 1 wins each over 2 singles meetings since 2024.
On 04/06/2026, at M15 Ljubljana (Round 2): Jan Kupcic won 6-7(6) 6-4 4-6.