[73] Jannik Sinner 6-3,7-6 Karen Khachanov [15] 2020-07-17 09:30
Round: 1
Home History
| German Tennis Exhibition | 2020/07/14 14:00 | Dominic Thiem v Jannik Sinner | 6-3,7-6 |
| German Tennis Exhibition | 2020/07/13 14:00 | Tommy Haas v Jannik Sinner | 4-6,6-3,8-10 |
| Challenger Indian Wells | 2020/03/05 20:40 | Denis Kudla v Jannik Sinner | 6-3,6-7,6-2 |
| Challenger Indian Wells | 2020/03/04 18:00 | Sem Verbeek v Jannik Sinner | 0-6,1-6 |
| ATP Marseille | 2020/02/20 15:25 | Daniil Medvedev v Jannik Sinner | 1-6,6-1,6-2 |
| ATP Marseille | 2020/02/18 13:00 | Norbert Gombos v Jannik Sinner | 4-6,6-7 |
| ATP Rotterdam | 2020/02/14 12:00 | Pablo Carreno Busta v Jannik Sinner | 7-5,3-6,7-6 |
| ATP Rotterdam | 2020/02/13 10:00 | Jannik Sinner v David Goffin | 7-6,7-5 |
Away History
| Thiems Seven | 2020/07/09 18:15 | Matteo Berrettini v Karen Khachanov | 6-7,4-6 |
| Thiems Seven | 2020/07/08 12:40 | Karen Khachanov v Dennis Novak | 1-6,4-6 |
| Thiems Seven | 2020/07/07 17:45 | Karen Khachanov v Roberto Bautista-Agut | 4-6,3-6 |
| ATP Dubai | 2020/02/27 16:15 | Novak Djokovic v Karen Khachanov | 6-2,6-2 |
| ATP Dubai | 2020/02/26 13:05 | Dennis Novak v Karen Khachanov | 3-6,4-6 |
| ATP Dubai | 2020/02/24 10:00 | Mikhail Kukushkin v Karen Khachanov | 6-7,1-6 |
| ATP Marseille | 2020/02/18 20:30 | Aljaz Bedene v Karen Khachanov | 4-6,6-4,7-5 |
| ATP Rotterdam | 2020/02/12 17:05 | Daniel Evans v Karen Khachanov | 4-6,6-3,6-4 |