Tomas Machac leads 3 to 2 over 5 singles meetings since 2022. Last meeting on 27/10/2025 at Rolex Paris Masters - Paris.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 27/10/2025 | Rolex Paris Masters - Paris | Round 1 | indoor hard | Cobolli | 6-1 2-3 |
| 22/10/2025 | Erste Bank Open - Vienna | Round 1 | indoor hard | Cobolli | 6-7(6) 2-6 |
| 03/01/2025 | United Cup - Australia | Quarter-final | hard | Machac | 1-6 2-6 |
| 21/11/2022 | Andria Challenger | Round 1 | indoor hard | Machac | 6-7(3) 2-6 |
| 26/08/2022 | U.S. Open - New York | Qualifiers | hard | Machac | 6-7(7) 7-5 1-6 |
| indoor hard | Machac 1 - 2 Cobolli |
| hard | Machac 2 - 0 Cobolli |
| 2025 | Machac 1 - 2 Cobolli |
| 2022 | Machac 2 - 0 Cobolli |
196 wins, 120 losses since 2021 (62.0%).
Last matches: D D D D D
236 wins, 170 losses since 2021 (58.1%).
Last matches: V V D V V
Tomas Machac leads 3 to 2 over 5 singles meetings since 2022.
On 27/10/2025, at Rolex Paris Masters - Paris (Round 1): Flavio Cobolli won 6-1 2-3.