All meetings (15)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 2023-08-28 | ATP | US Open | Final | Hard | Novak Djokovic | 6-3 | 7-65 | 6-3 | ||
| 2023-02-27 | ATP | Dubai | Semifinal | Hard | Daniil Medvedev | 4-6 | 4-6 | |||
| 2023-01-02 | ATP | Adelaide 1 | Semifinal | Hard | Novak Djokovic | 6-3 | 6-4 | |||
| 2022-11-14 | ATP | Tour Finals | Round Robin | Hard | Novak Djokovic | 6-3 | 6-75 | 7-62 | ||
| 2022-10-03 | ATP | Astana | Semifinal | Hard | Novak Djokovic | 4-6 | 7-66 | 0-0 | ||
| 2021-11-01 | ATP | Paris Masters | Final | Hard | Novak Djokovic | 4-6 | 6-3 | 6-3 | ||
| 2021-08-30 | ATP | US Open | Final | Hard | Daniil Medvedev | 4-6 | 4-6 | 4-6 | ||
| 2021-02-08 | ATP | Australian Open | Final | Hard | Novak Djokovic | 7-5 | 6-2 | 6-2 | ||
| 2020-11-16 | ATP | Tour Finals | Round Robin | Hard | Daniil Medvedev | 3-6 | 3-6 | |||
| 2020-01-06 | ATP | ATP Cup | Semifinal | Hard | Novak Djokovic | 6-1 | 5-7 | 6-4 | ||
| 2019-08-12 | ATP | Cincinnati Masters | Semifinal | Hard | Daniil Medvedev | 6-3 | 3-6 | 3-6 | ||
| 2019-04-15 | ATP | Monte Carlo Masters | Quarterfinal | Clay | Daniil Medvedev | 3-6 | 6-4 | 2-6 | ||
| 2019-01-14 | ATP | Australian Open | Round of 16 | Hard | Novak Djokovic | 6-4 | 6-75 | 6-2 | 6-3 | |
| 2017-06-26 | ATP | Eastbourne | Semifinal | Grass | Novak Djokovic | 6-4 | 6-4 | |||
| 2017-02-03 | ATP | Davis Cup WG R1: RUS vs SRB | Round Robin | Hard | Novak Djokovic | 3-6 | 6-4 | 6-1 | 1-0 |