Level, 1 wins each over 2 singles meetings since 2021. Last meeting on 17/01/2023 at Tenerife 1 Challenger.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 17/01/2023 | Tenerife 1 Challenger | Round 1 | hard | Cobolli | 1-6 2-6 |
| 16/11/2021 | Helsinki Challenger | Round 1 | indoor hard | Milojevic | 6-3 6-2 |
| hard | Milojevic 0 - 1 Cobolli |
| indoor hard | Milojevic 1 - 0 Cobolli |
| 2023 | Milojevic 0 - 1 Cobolli |
| 2021 | Milojevic 1 - 0 Cobolli |
92 wins, 87 losses since 2021 (51.4%).
Last matches: D V V D V
236 wins, 171 losses since 2021 (58.0%).
Last matches: D V V D V
Level, 1 wins each over 2 singles meetings since 2021.
On 17/01/2023, at Tenerife 1 Challenger (Round 1): Flavio Cobolli won 1-6 2-6.