Daniil Medvedev leads 6 to 4 over 10 singles meetings since 2021. Last meeting on 14/10/2026 at Shanghai Rolex Masters - Shanghai.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 14/10/2026 | Shanghai Rolex Masters - Shanghai | Round 4 | hard | Medvedev | 6-4 7-5 |
| 18/02/2026 | Qatar ExxonMobil Open - Doha | Round 2 | hard | Tsitsipas | 3-6 4-6 |
| 09/10/2024 | Shanghai Rolex Masters - Shanghai | Round 4 | hard | Medvedev | 6-7(3) 3-6 |
| 28/10/2023 | Erste Bank Open - Vienna | Semi-final | indoor hard | Medvedev | 6-4 6-6 |
| 20/05/2023 | Internazionali BNL d'Italia - Rome | Semi-final | clay | Medvedev | 7-5 7-5 |
| 16/11/2022 | Nitto ATP Finals - Turin | Round robin | indoor hard | Tsitsipas | 6-3 6-7(11) 7-6(1) |
| 20/08/2022 | Western & Southern Open - Cincinnati | Semi-final | hard | Tsitsipas | 6-7(6) 6-3 3-6 |
| 28/01/2022 | Australian Open - Melbourne | Semi-final | hard | Medvedev | 6-7(5) 6-4 4-6 1-6 |
| 07/06/2021 | French Open - Paris | Quarter-final | clay | Tsitsipas | 6-3 7-6(3) 7-5 |
| 19/02/2021 | Australian Open - Melbourne | Semi-final | hard | Medvedev | 6-4 6-2 7-5 |
| hard | Medvedev 4 - 2 Tsitsipas |
| indoor hard | Medvedev 1 - 1 Tsitsipas |
| clay | Medvedev 1 - 1 Tsitsipas |
| 2026 | Medvedev 1 - 1 Tsitsipas |
| 2024 | Medvedev 1 - 0 Tsitsipas |
| 2023 | Medvedev 2 - 0 Tsitsipas |
| 2022 | Medvedev 1 - 2 Tsitsipas |
| 2021 | Medvedev 1 - 1 Tsitsipas |
305 wins, 111 losses since 2021 (73.3%).
Last matches: D V V V V
265 wins, 125 losses since 2021 (67.9%).
Last matches: V D V V V
Daniil Medvedev leads 6 to 4 over 10 singles meetings since 2021.
On 14/10/2026, at Shanghai Rolex Masters - Shanghai (Round 4): Daniil Medvedev won 6-4 7-5.