[3] Daniil Medvedev 3-6,6-7,3-6 Novak Djokovic [2] 2023-09-10 20:15
Stadium: Arthur Ashe Stadium Round: 29 Ground: Hardcourt outdoor
Head to Head
| ATP Dubai | 2023/03/03 15:20 | Novak Djokovic v Daniil Medvedev | 4-6,4-6 |
| 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 |
Home History
| US Open | 2023/09/08 23:20 | Carlos Alcaraz Garfia v Daniil Medvedev | 6-7,1-6,6-3,3-6 |
| US Open | 2023/09/06 17:55 | Daniil Medvedev v Andrey Rublev | 6-4,6-3,6-4 |
| US Open | 2023/09/04 22:30 | Daniil Medvedev v Alex De Minaur | 2-6,6-4,6-1,6-2 |
| US Open | 2023/09/03 02:45 | Daniil Medvedev v Sebastian Baez | 6-2,6-2,7-6 |
| US Open | 2023/09/01 02:05 | Daniil Medvedev v Christopher O'Connell | 6-2,6-2,6-7,6-2 |
| US Open | 2023/08/29 16:00 | Daniil Medvedev v Attila Balazs | 6-1,6-1,6-0 |
| ATP Cincinnati | 2023/08/17 15:00 | Alexander Zverev v Daniil Medvedev | 6-4,5-7,6-4 |
| ATP Cincinnati | 2023/08/16 15:00 | Lorenzo Musetti v Daniil Medvedev | 3-6,2-6 |
Away History
| US Open | 2023/09/08 19:10 | Ben Shelton v Novak Djokovic | 3-6,2-6,6-7 |
| US Open | 2023/09/05 17:50 | Taylor Fritz v Novak Djokovic | 1-6,4-6,4-6 |
| US Open | 2023/09/03 23:15 | Borna Gojo v Novak Djokovic | 2-6,5-7,4-6 |
| US Open | 2023/09/02 01:45 | Laslo Djere v Novak Djokovic | 6-4,6-4,1-6,1-6,3-6 |
| US Open | 2023/08/30 17:55 | Bernabe Zapata Miralles v Novak Djokovic | 4-6,1-6,1-6 |
| US Open | 2023/08/29 03:00 | Alexandre Muller v Novak Djokovic | 0-6,2-6,3-6 |
| ATP Cincinnati | 2023/08/20 20:30 | Carlos Alcaraz Garfia v Novak Djokovic | 7-5,6-7,6-7 |
| ATP Cincinnati | 2023/08/19 23:40 | Alexander Zverev v Novak Djokovic | 6-7,5-7 |