[20] Grigor Dimitrov 7-6,6-3 Karen Khachanov [18] 2020-10-27 13:00
Stadium: Center Court Round: 25 Ground: Hardcourt indoor
Home History
| ATP Antwerp | 2020/10/24 17:00 | Alex De Minaur v Grigor Dimitrov | 7-6,6-7,6-4 |
| ATP Antwerp | 2020/10/21 16:35 | Grigor Dimitrov v Pablo Andujar | 4-6,6-3,6-4 |
| French Open | 2020/10/05 10:45 | Grigor Dimitrov v Stefanos Tsitsipas | 3-6,6-7,2-6 |
| French Open | 2020/10/01 10:50 | Andrej Martin v Grigor Dimitrov | 4-6,6-7,1-6 |
| French Open | 2020/09/29 17:25 | Gregoire Barrere v Grigor Dimitrov | 3-6,2-6,2-6 |
| ATP Rome | 2020/09/19 17:40 | Denis Shapovalov v Grigor Dimitrov | 6-2,3-6,6-2 |
| ATP Rome | 2020/09/18 09:00 | Grigor Dimitrov v Jannik Sinner | 4-6,6-4,6-4 |
| ATP Rome | 2020/09/16 15:45 | Grigor Dimitrov v Yoshihito Nishioka | 6-1,6-0 |
Away History
| ATP Antwerp | 2020/10/23 13:55 | Daniel Evans v Karen Khachanov | 3-6,7-6,6-4 |
| ATP Antwerp | 2020/10/22 16:30 | Zizou Bergs v Karen Khachanov | 7-5,4-6,4-6 |
| ATP St Petersburg | 2020/10/16 15:30 | Karen Khachanov v Milos Raonic | 1-6,6-7 |
| ATP St Petersburg | 2020/10/15 16:10 | Karen Khachanov v Aslan Karatsev | 4-6,7-5,6-3 |
| ATP St Petersburg | 2020/10/13 14:00 | Karen Khachanov v James Duckworth | 6-4,6-4 |
| French Open | 2020/10/05 13:30 | Novak Djokovic v Karen Khachanov | 6-4,6-3,6-3 |
| French Open | 2020/10/03 13:40 | Cristian Garin v Karen Khachanov | 2-6,6-3,4-6,2-6 |
| French Open | 2020/10/01 09:00 | Jiri Vesely v Karen Khachanov | 1-6,7-6,6-7,6-7 |