[3] Daniil Medvedev 6-7,6-4,3-6 Jannik Sinner [4] 2023-06-19 11:00
Stadium: Center Court Round: 29 Ground: Hardcourt indoor
Head to Head
| ATP Miami | 2023/04/02 17:00 | Jannik Sinner v Daniil Medvedev | 5-7,3-6 |
| ATP Rotterdam | 2023/02/19 14:30 | Jannik Sinner v Daniil Medvedev | 7-5,2-6,2-6 |
| ATP Vienna | 2022/10/28 14:15 | Daniil Medvedev v Jannik Sinner | 6-4,6-2 |
| ATP World Tour Finals | 2021/11/18 20:00 | Daniil Medvedev v Jannik Sinner | 6-0,6-7,7-6 |
| ATP Marseille | 2021/03/12 15:40 | Daniil Medvedev v Jannik Sinner | 6-2,6-4 |
| ATP Marseille | 2020/02/20 15:25 | Daniil Medvedev v Jannik Sinner | 1-6,6-1,6-2 |
Home History
| ATP Hertogenbosch | 2023/06/15 10:30 | Daniil Medvedev v Adrian Mannarino | 6-4,4-6,2-6 |
| French Open | 2023/05/30 11:20 | Thiago Seyboth Wild v Daniil Medvedev | 7-6,6-7,2-6,6-3,6-4 |
| ATP Rome | 2023/05/21 15:35 | Holger Rune v Daniil Medvedev | 5-7,5-7 |
| ATP Rome | 2023/05/20 14:25 | Daniil Medvedev v Stefanos Tsitsipas | 7-5,7-5 |
| ATP Rome | 2023/05/18 13:25 | Yannick Hanfmann v Daniil Medvedev | 2-6,2-6 |
| ATP Rome | 2023/05/16 17:35 | Alexander Zverev v Daniil Medvedev | 2-6,6-7 |
| ATP Rome | 2023/05/15 13:20 | Bernabe Zapata Miralles v Daniil Medvedev | 6-3,1-6,3-6 |
| ATP Rome | 2023/05/14 10:45 | Emil Ruusuvuori v Daniil Medvedev | 4-6,2-6 |
Away History
| ATP Hertogenbosch | 2023/06/16 14:45 | Emil Ruusuvuori v Jannik Sinner | 6-3,6-4 |
| ATP Hertogenbosch | 2023/06/14 12:30 | Alexander Bublik v Jannik Sinner | 4-6,2-6 |
| French Open | 2023/06/01 10:40 | Jannik Sinner v Daniel Altmaier | 7-6,6-7,6-1,6-7,5-7 |
| French Open | 2023/05/29 18:15 | Jannik Sinner v Alexandre Muller | 6-1,6-4,6-1 |
| ATP Rome | 2023/05/16 14:25 | Francisco Cerundolo v Jannik Sinner | 6-7,6-2,6-2 |
| ATP Rome | 2023/05/14 18:30 | Alexander Shevchenko v Jannik Sinner | 3-6,7-6,2-6 |
| ATP Rome | 2023/05/12 09:00 | Thanasi Kokkinakis v Jannik Sinner | 1-6,4-6 |
| ATP Barcelona | 2023/04/20 09:00 | Yoshihito Nishioka v Jannik Sinner | 1-6,6-4,3-6 |