[4] Jannik Sinner 3-6,3-6 Novak Djokovic [1] 2023-11-19 17:00
Stadium: Centre Court Round: 29 Ground: Hardcourt indoor
Head to Head
| ATP World Tour Finals | 2023/11/14 20:00 | Novak Djokovic v Jannik Sinner | 5-7,7-6,6-7 |
| 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
| ATP World Tour Finals | 2023/11/18 13:30 | Jannik Sinner v Daniil Medvedev | 6-3,6-7,6-1 |
| ATP World Tour Finals | 2023/11/16 20:00 | Jannik Sinner v Holger Rune | 6-2,5-7,6-4 |
| ATP World Tour Finals | 2023/11/14 20:00 | Novak Djokovic v Jannik Sinner | 5-7,7-6,6-7 |
| ATP World Tour Finals | 2023/11/12 13:30 | Jannik Sinner v Stefanos Tsitsipas | 6-4,6-4 |
| ATP Paris | 2023/11/01 23:10 | Jannik Sinner v Mackenzie McDonald | 6-7,7-5,6-1 |
| ATP Vienna | 2023/10/29 13:00 | Daniil Medvedev v Jannik Sinner | 6-7,6-4,3-6 |
| ATP Vienna | 2023/10/28 14:30 | Andrey Rublev v Jannik Sinner | 5-7,6-7 |
| ATP Vienna | 2023/10/27 19:40 | Frances Tiafoe v Jannik Sinner | 3-6,4-6 |
Away History
| ATP World Tour Finals | 2023/11/18 20:00 | Carlos Alcaraz Garfia v Novak Djokovic | 3-6,2-6 |
| ATP World Tour Finals | 2023/11/16 13:30 | Novak Djokovic v Hubert Hurkacz | 7-6,4-6,6-1 |
| ATP World Tour Finals | 2023/11/14 20:00 | Novak Djokovic v Jannik Sinner | 5-7,7-6,6-7 |
| ATP World Tour Finals | 2023/11/12 20:00 | Novak Djokovic v Holger Rune | 7-6,6-7,6-3 |
| ATP Paris | 2023/11/05 14:00 | Novak Djokovic v Grigor Dimitrov | 6-4,6-3 |
| ATP Paris | 2023/11/04 16:00 | Novak Djokovic v Andrey Rublev | 5-7,7-6,7-5 |
| ATP Paris | 2023/11/03 18:30 | Novak Djokovic v Holger Rune | 7-5,6-7,6-4 |
| ATP Paris | 2023/11/02 18:30 | Novak Djokovic v Tallon Griekspoor | 4-6,7-6,6-4 |