Jannik Sinner leads 8 to 6 over 14 singles meetings since 2021. Last meeting on 16/03/2026 at BNP Paribas Open - Indian Wells.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 16/03/2026 | BNP Paribas Open - Indian Wells | Final | hard | Sinner | 6-7(6) 6-7(4) |
| 14/11/2024 | Nitto ATP Finals - Turin | Round robin | indoor hard | Sinner | 6-3 6-4 |
| 10/10/2024 | Shanghai Rolex Masters - Shanghai | Quarter-final | hard | Sinner | 6-1 6-4 |
| 04/09/2024 | U.S. Open - New York | Quarter-final | hard | Sinner | 6-2 1-6 6-1 6-4 |
| 09/07/2024 | Wimbledon - London | Quarter-final | grass | Medvedev | 7-6(7) 4-6 6-6 |
| 29/03/2024 | Miami Open - Miami | Semi-final | hard | Sinner | 1-6 2-6 |
| 18/11/2023 | Nitto ATP Finals - Turin | Semi-final | indoor hard | Sinner | 6-3 6-7(4) 6-1 |
| 29/10/2023 | Erste Bank Open - Vienna | Final | indoor hard | Sinner | 6-7(7) 6-4 3-6 |
| 04/10/2023 | China Open - Beijing | Final | hard | Sinner | 7-6(2) 7-6(2) |
| 02/04/2023 | Miami Open - Miami | Final | hard | Medvedev | 5-7 3-6 |
| 19/02/2023 | ABN AMRO World Tennis Tournament - Rotterdam | Final | indoor hard | Medvedev | 7-5 2-6 2-6 |
| 28/10/2022 | Erste Bank Open - Vienna | Quarter-final | indoor hard | Medvedev | 6-4 5-2 |
| 18/11/2021 | Nitto ATP Finals - Turin | Round robin | indoor hard | Medvedev | 6-0 6-7(5) 7-6(8) |
| 12/03/2021 | Open 13 Provence - Marseille | Quarter-final | indoor hard | Medvedev | 6-2 6-4 |
| hard | Medvedev 1 - 5 Sinner |
| indoor hard | Medvedev 4 - 3 Sinner |
| grass | Medvedev 1 - 0 Sinner |
| 2026 | Medvedev 0 - 1 Sinner |
| 2024 | Medvedev 1 - 4 Sinner |
| 2023 | Medvedev 2 - 3 Sinner |
| 2022 | Medvedev 1 - 0 Sinner |
| 2021 | Medvedev 2 - 0 Sinner |
294 wins, 108 losses since 2021 (73.1%).
Last matches: V V V D D
324 wins, 75 losses since 2021 (81.2%).
Last matches: V V V V V
Jannik Sinner leads 8 to 6 over 14 singles meetings since 2021.
On 16/03/2026, at BNP Paribas Open - Indian Wells (Final): Jannik Sinner won 6-7(6) 6-7(4).