[8] Matteo Berrettini 6-7,4-6 Karen Khachanov [15] 2020-07-09 18:15
Head to Head
| ATP Halle | 2019/06/21 10:00 | Matteo Berrettini v Karen Khachanov | 6-2,7-6 |
| ATP Stuttgart | 2019/06/13 11:40 | Matteo Berrettini v Karen Khachanov | 6-4,6-2 |
| ATP Sofia | 2019/02/06 18:10 | Karen Khachanov v Matteo Berrettini | 7-6,3-6,4-6 |
Home History
| Thiems Seven | 2020/07/08 11:00 | Matteo Berrettini v Roberto Bautista-Agut | 6-4,6-3 |
| Thiems Seven | 2020/07/07 15:15 | Matteo Berrettini v Dennis Novak | 7-6,6-3 |
| Australian Open | 2020/01/22 03:40 | Matteo Berrettini v Tennys Sandgren | 6-7,4-6,6-4,6-2,5-7 |
| Australian Open | 2020/01/20 00:00 | Matteo Berrettini v Andrew Harris | 6-3,6-1,6-3 |
| Kooyong Classic | 2020/01/16 03:20 | Stefanos Tsitsipas v Matteo Berrettini | 7-6,7-6 |
| Kooyong Classic | 2020/01/15 03:40 | Marc Polmans v Matteo Berrettini | 4-6,4-6 |
| Davis Cup | 2019/11/20 21:15 | Taylor Fritz v Matteo Berrettini | 5-7,7-6,6-2 |
| Davis Cup | 2019/11/18 17:20 | Matteo Berrettini v Denis Shapovalov | 6-7,7-6,6-7 |
Away History
| 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 |
| ATP Rotterdam | 2020/02/11 12:15 | Karen Khachanov v Fabio Fognini | 6-3,6-3 |