Daniil Medvedev leads 2 to 1 over 3 singles meetings since 2024. Last meeting on 28/04/2026 at Mutua Madrid Open - Madrid.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 28/04/2026 | Mutua Madrid Open - Madrid | Round 4 | clay | Cobolli | 3-6 7-5 4-6 |
| 30/09/2024 | China Open - Beijing | Quarter-final | hard | Medvedev | 2-6 4-6 |
| 31/08/2024 | U.S. Open - New York | Round 3 | hard | Medvedev | 3-6 4-6 3-6 |
| clay | Medvedev 0 - 1 Cobolli |
| hard | Medvedev 2 - 0 Cobolli |
| 2026 | Medvedev 0 - 1 Cobolli |
| 2024 | Medvedev 2 - 0 Cobolli |
312 wins, 112 losses since 2021 (73.6%).
Last matches: D V V V V
239 wins, 176 losses since 2021 (57.6%).
Last matches: D V D V V
Daniil Medvedev leads 2 to 1 over 3 singles meetings since 2024.
On 28/04/2026, at Mutua Madrid Open - Madrid (Round 4): Flavio Cobolli won 3-6 7-5 4-6.