[40] Jack Draper 5-7,4-6 Daniil Medvedev [4] 2024-01-07 13:00
Stadium: Center Court Round: 24 Ground: Clay
Home History
| Davis Cup | 2023/11/23 17:10 | Miomir Kecmanovic v Jack Draper | 7-6,7-6 |
| ATP Sofia | 2023/11/11 13:00 | Jack Draper v Adrian Mannarino | 6-7,6-2,3-6 |
| ATP Sofia | 2023/11/10 14:00 | Jack Draper v Jan-Lennard Struff | 6-3,6-4 |
| ATP Sofia | 2023/11/09 13:15 | Jack Draper v Cem Ilkel | 6-2,6-2 |
| ATP Sofia | 2023/11/08 17:05 | Lorenzo Musetti v Jack Draper | 5-7,2-6 |
| ATP Sofia | 2023/11/07 20:35 | Jack Draper v Maximilian Marterer | 6-3,6-2 |
| Challenger Bergamo | 2023/11/05 15:35 | Jack Draper v David Goffin | 1-6,7-6,6-3 |
| Challenger Bergamo | 2023/11/04 15:30 | Jack Draper v Brandon Nakashima | 6-1,3-6,7-5 |
Away History
| World Tennis League | 2023/12/23 13:15 | Daniil Medvedev v Taylor Fritz | 4-6 |
| World Tennis League | 2023/12/22 18:25 | Daniil Medvedev v Hubert Hurkacz | 6-7 |
| 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 |