[4] Laurent Lokoli 1-6,2-6 Jannik Sinner [3] 2023-11-19 13:05
Stadium: Stadium Round: 28 Ground: Hardcourt outdoor
Head to Head
| ATP World Tour Finals | 2023/11/18 13:30 | Jannik Sinner v Daniil Medvedev | 6-3,6-7,6-1 |
| ATP Vienna | 2023/10/29 13:00 | Daniil Medvedev v Jannik Sinner | 6-7,6-4,3-6 |
| ATP Beijing | 2023/10/04 11:30 | Jannik Sinner v Daniil Medvedev | 7-6,7-6 |
| 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 |
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 | 2023/11/17 13:30 | Carlos Alcaraz Garfia v Daniil Medvedev | 6-4,6-4 |
| ATP World Tour Finals | 2023/11/15 20:00 | Daniil Medvedev v Alexander Zverev | 7-6,6-4 |
| ATP World Tour Finals | 2023/11/13 20:00 | Daniil Medvedev v Andrey Rublev | 6-4,6-2 |
| ATP Paris | 2023/11/01 10:00 | Grigor Dimitrov v Daniil Medvedev | 6-3,6-7,7-6 |
| ATP Vienna | 2023/10/29 13:00 | Daniil Medvedev v Jannik Sinner | 6-7,6-4,3-6 |
| ATP Vienna | 2023/10/28 12:00 | Daniil Medvedev v Stefanos Tsitsipas | 6-4,7-6 |
| ATP Vienna | 2023/10/27 12:00 | Daniil Medvedev v Karen Khachanov | 6-3,3-6,6-3 |
Away 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 |