[1] Novak Djokovic 4-6,4-6 Daniil Medvedev [7] 2023-03-03 15:20
Stadium: Centre Court Round: 28 Ground: Hardcourt outdoor
Head to Head
| ATP Adelaide | 2023/01/07 10:00 | Novak Djokovic v Daniil Medvedev | 6-3,6-4 |
| ATP World Tour Finals | 2022/11/18 13:00 | Daniil Medvedev v Novak Djokovic | 3-6,7-6,6-7 |
| ATP Paris | 2021/11/07 14:00 | Novak Djokovic v Daniil Medvedev | 4-6,6-3,6-3 |
| US Open | 2021/09/12 20:00 | Novak Djokovic v Daniil Medvedev | 4-6,4-6,4-6 |
| Australian Open | 2021/02/21 08:30 | Novak Djokovic v Daniil Medvedev | 7-5,6-2,6-2 |
| ATP World Tour Finals | 2020/11/18 20:00 | Novak Djokovic v Daniil Medvedev | 3-6,3-6 |
| ATP Cup | 2020/01/11 02:10 | Novak Djokovic v Daniil Medvedev | 6-1,5-7,6-4 |
| ATP Cincinnati | 2019/08/17 22:00 | Novak Djokovic v Daniil Medvedev | 6-3,3-6,3-6 |
Home History
| ATP Dubai | 2023/03/02 15:25 | Novak Djokovic v Hubert Hurkacz | 6-3,7-5 |
| ATP Dubai | 2023/03/01 15:15 | Novak Djokovic v Tallon Griekspoor | 6-2,6-3 |
| ATP Dubai | 2023/02/28 15:10 | Novak Djokovic v Tomas Machac | 6-3,3-6,7-6 |
| Australian Open | 2023/01/29 08:40 | Stefanos Tsitsipas v Novak Djokovic | 3-6,6-7,6-7 |
| Australian Open | 2023/01/27 08:30 | Novak Djokovic v Tommy Paul | 7-5,6-1,6-2 |
| Australian Open | 2023/01/25 08:30 | Andrey Rublev v Novak Djokovic | 1-6,2-6,4-6 |
| Australian Open | 2023/01/23 08:15 | Alex De Minaur v Novak Djokovic | 2-6,1-6,2-6 |
| Australian Open | 2023/01/21 08:00 | Grigor Dimitrov v Novak Djokovic | 6-7,3-6,4-6 |
Away History
| ATP Dubai | 2023/03/02 17:15 | Daniil Medvedev v Borna Coric | 6-3,6-2 |
| ATP Dubai | 2023/03/01 16:50 | Daniil Medvedev v Alexander Bublik | 6-4,6-2 |
| ATP Dubai | 2023/02/28 13:20 | Daniil Medvedev v Matteo Arnaldi | 6-4,6-2 |
| ATP Doha | 2023/02/25 15:00 | Andy Murray v Daniil Medvedev | 4-6,4-6 |
| ATP Doha | 2023/02/24 17:15 | Daniil Medvedev v Felix Auger Aliassime | 6-4,7-6 |
| ATP Doha | 2023/02/23 15:55 | Christopher O'Connell v Daniil Medvedev | 2-6,6-4,5-7 |
| ATP Doha | 2023/02/22 19:50 | Liam Broady v Daniil Medvedev | 4-6,3-6 |
| ATP Rotterdam | 2023/02/19 14:30 | Jannik Sinner v Daniil Medvedev | 7-5,2-6,2-6 |