[24] Karen Khachanov 6-1,6-4 Gilles Simon [159] 2022-04-07 21:30
Stadium: Court Central Round: 25 Ground: Clay
Head to Head
| ATP Monte Carlo | 2018/04/18 09:00 | Karen Khachanov v Gilles Simon | 6-2,6-2 |
| ATP Halle | 2017/06/20 11:55 | Karen Khachanov v Gilles Simon | 6-2,6-7,6-3 |
| ATP Marseille | 2017/02/20 18:00 | Gilles Simon v Karen Khachanov | 4-6,7-5,6-3 |
Home History
| ATP Miami | 2022/03/26 15:00 | Tommy Paul v Karen Khachanov | 6-4,3-6,7-6 |
| ATP Indian Wells | 2022/03/13 03:05 | Karen Khachanov v Jenson Brooksby | 0-6,3-6 |
| ATP Dubai | 2022/02/23 15:00 | Novak Djokovic v Karen Khachanov | 6-3,7-6 |
| ATP Dubai | 2022/02/22 10:00 | Karen Khachanov v Alex De Minaur | 6-3,6-7,7-5 |
| ATP Doha | 2022/02/18 16:30 | Karen Khachanov v Roberto Bautista-Agut | 6-2,3-6,5-7 |
| ATP Doha | 2022/02/17 17:15 | Karen Khachanov v Marin Cilic | 3-6,6-3,6-4 |
| ATP Doha | 2022/02/16 16:25 | Karen Khachanov v Emil Ruusuvuori | 7-6,6-3 |
| ATP Doha | 2022/02/14 16:15 | Karen Khachanov v Mackenzie McDonald | 7-6,6-3 |
Away History
| Challenger St Brieuc | 2022/03/30 17:35 | Gilles Simon v Evgeny Karlovskiy | 7-6,6-7,5-7 |
| ATP Miami | 2022/03/23 16:20 | Gilles Simon v Jack Draper | 5-7,1-6 |
| Challenger Phoenix | 2022/03/16 17:00 | Gilles Simon v Christopher Eubanks | 4-6,5-7 |
| Challenger Phoenix | 2022/03/15 18:25 | Gilles Simon v Tomas Machac | 7-5,6-1 |
| Challenger Phoenix | 2022/03/14 20:45 | Gilles Simon v Murphy Cassone | 6-3,6-1 |
| Challenger Pau | 2022/02/25 17:10 | Manuel Guinard v Gilles Simon | 6-2,6-2 |
| Challenger Pau | 2022/02/24 18:00 | Ruben Bemelmans v Gilles Simon | 6-7,5-7 |
| Challenger Pau | 2022/02/22 13:00 | Emilio Nava v Gilles Simon | 4-6,6-7 |
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