| No. of times Played | 9 |
|
|
|
| Win % | 56% |
| H2H |
| Last Played | 2021 | First Played | 2017 |
| Tournament | US Open | Tournament | Eastbourne |
| Round | Finals | Round | Semi-Finals |
| Winner | Daniil Medvedev | Winner | Novak Djokovic |
| Score | 64 64 64 | Score | 46 46 |
| No. of times Played | 9 |
|
|
|
| Win % | 56% |
| H2H |
| Last Played | 2021 | First Played | 2016 |
| Tournament | ATP Cup | Tournament | St. Petersburg |
| Round | Semi-Finals | Round | Round of 16 |
| Winner | Daniil Medvedev | Winner | Alexander Zverev |
| Score | 36 63 75 | Score | 36 57 |
| No. of times Played | 8 |
|
|
|
| Win % | 25% |
| H2H |
| Last Played | 2021 | First Played | 2018 |
| Tournament | Roland Garros | Tournament | Basel |
| Round | Quarter-Finals | Round | Quarter-Finals |
| Winner | Stefanos Tsitsipas | Winner | Daniil Medvedev |
| Score | 36 67 | Score | 64 36 63 |
| No. of times Played | 4 |
|
|
|
| Win % | 75% |
| H2H |
| Last Played | 2020 | First Played | 2019 |
| Tournament | Nitto ATP Finals | Tournament | Nitto ATP Finals |
| Round | Semi-Finals | Round | Round Robin |
| Winner | Daniil Medvedev | Winner | Rafael Nadal |
| Score | 36 76 | Score | 76 |
| No. of times Played | 6 |
|
|
|
| Win % | 17% |
| H2H |
| Last Played | 2021 | First Played | 2016 |
| Tournament | ATP Masters 1000 Cincinnati | Tournament | Budapest |
| Round | Semi-Finals | Round | Round of 16 |
| Winner | Andrey Rublev | Winner | Daniil Medvedev |
| Score | 62 36 36 | Score | 63 62 |
| No. of times Played | 5 |
|
|
|
| Win % | 20% |
| H2H |
| Last Played | 2021 | First Played | 2017 |
| Tournament | ATP Masters 1000 Canada | Tournament | Washington |
| Round | Finals | Round | Round of 64 |
| Winner | Daniil Medvedev | Winner | Daniil Medvedev |
| Score | 64 63 | Score | 67 |
| No. of times Played | 3 |
|
|
|
| Win % | 100% |
| H2H |
| Last Played | 2019 | First Played | 2018 |
| Tournament | ATP Masters 1000 Miami | Tournament | Basel |
| Round | Round of 16 | Round | Semi-Finals |
| Winner | Roger Federer | Winner | Roger Federer |
| Score | 46 26 | Score | 16 46 |
| No. of times Played | 5 |
|
|
|
| Win % | 60% |
| H2H |
| Last Played | 2020 | First Played | 2018 |
| Tournament | Nitto ATP Finals | Tournament | St. Petersburg |
| Round | Finals | Round | Quarter-Finals |
| Winner | Daniil Medvedev | Winner | Dominic Thiem |
| Score | 46 76 | Score | 26 63 67 |
