[1] Novak Djokovic 5-7,7-6,6-7 Jannik Sinner [4] 2023-10-21 16:00
Stadium: Centre Court Ground: Hardcourt indoor
Head to Head
| Wimbledon | 2023/07/14 12:30 | Jannik Sinner v Novak Djokovic | 3-6,4-6,6-7 |
| Wimbledon | 2022/07/05 12:30 | Novak Djokovic v Jannik Sinner | 5-7,2-6,6-3,6-2,6-2 |
| ATP Monte Carlo | 2021/04/14 10:25 | Novak Djokovic v Jannik Sinner | 6-4,6-2 |
Home History
| Davis Cup | 2023/09/15 14:50 | Alejandro Davidovich Fokina v Novak Djokovic | 3-6,4-6 |
| US Open | 2023/09/10 20:15 | Daniil Medvedev v Novak Djokovic | 3-6,6-7,3-6 |
| 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 |
Away History
| ATP Shanghai | 2023/10/10 10:30 | Jannik Sinner v Ben Shelton | 6-2,3-6,6-7 |
| ATP Shanghai | 2023/10/08 10:30 | Jannik Sinner v Sebastian Baez | 3-6,6-3,6-2 |
| ATP Shanghai | 2023/10/07 08:05 | Jannik Sinner v Marcos Giron | 7-6,6-2 |
| ATP Beijing | 2023/10/04 11:30 | Jannik Sinner v Daniil Medvedev | 7-6,7-6 |
| ATP Beijing | 2023/10/03 12:50 | Carlos Alcaraz Garfia v Jannik Sinner | 6-7,1-6 |
| ATP Beijing | 2023/10/02 13:00 | Grigor Dimitrov v Jannik Sinner | 4-6,6-3,2-6 |
| ATP Beijing | 2023/10/01 09:35 | Yoshihito Nishioka v Jannik Sinner | 2-6,0-6 |
| ATP Beijing | 2023/09/29 04:30 | Daniel Evans v Jannik Sinner | 4-6,7-6,3-6 |