Level, 1 wins each over 2 singles meetings since 2022. Last meeting on 27/08/2025 at U.S. Open - New York.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 27/08/2025 | U.S. Open - New York | Round 2 | hard | Cobolli | 7-5 3-6 4-6 6-2 6-6 |
| 09/05/2022 | Internazionali BNL d'Italia - Rome | Round 1 | clay | Brooksby | 6-3 6-4 |
| hard | Brooksby 0 - 1 Cobolli |
| clay | Brooksby 1 - 0 Cobolli |
| 2025 | Brooksby 0 - 1 Cobolli |
| 2022 | Brooksby 1 - 0 Cobolli |
123 wins, 81 losses since 2021 (60.3%).
Last matches: D V V D D
236 wins, 172 losses since 2021 (57.8%).
Last matches: D D V V D
Level, 1 wins each over 2 singles meetings since 2022.
On 27/08/2025, at U.S. Open - New York (Round 2): Flavio Cobolli won 7-5 3-6 4-6 6-2 6-6.