[24] Karen Khachanov 6-4,0-6,3-6 Stefanos Tsitsipas [5] 2022-05-12 10:25
Stadium: Grand Stand Arena Round: 26 Ground: Clay
Head to Head
| ATP Toronto | 2021/08/12 15:00 | Karen Khachanov v Stefanos Tsitsipas | 3-6,2-6 |
| ATP Rotterdam | 2021/03/05 12:00 | Karen Khachanov v Stefanos Tsitsipas | 6-4,3-6,5-7 |
| Boodles Challenge | 2019/06/26 15:05 | Stefanos Tsitsipas v Karen Khachanov | 6-3,3-6,8-10 |
| ATP Shanghai | 2018/10/10 06:40 | Karen Khachanov v Stefanos Tsitsipas | 4-6,6-7 |
| ATP Shanghai | 2017/10/09 07:40 | Stefanos Tsitsipas v Karen Khachanov | 7-5,6-3 |
Home History
| ATP Rome | 2022/05/11 10:05 | Pablo Carreno Busta v Karen Khachanov | 4-6,6-2,1-6 |
| ATP Rome | 2022/05/09 13:25 | Karen Khachanov v Giulio Zeppieri | 6-3,6-4 |
| ATP Madrid | 2022/05/02 21:15 | Lucas Pouille v Karen Khachanov | 6-3,6-4 |
| ATP Belgrade | 2022/04/23 12:00 | Novak Djokovic v Karen Khachanov | 4-6,6-1,6-2 |
| ATP Belgrade | 2022/04/21 16:35 | Karen Khachanov v Thiago Monteiro | 7-5,6-4 |
| ATP Monte Carlo | 2022/04/11 10:55 | Karen Khachanov v Diego Schwartzman | 7-6,3-6,3-6 |
| 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 |
Away History
| ATP Rome | 2022/05/11 12:30 | Grigor Dimitrov v Stefanos Tsitsipas | 3-6,7-5,6-7 |
| ATP Madrid | 2022/05/07 21:10 | Stefanos Tsitsipas v Alexander Zverev | 4-6,6-3,2-6 |
| ATP Madrid | 2022/05/06 18:00 | Andrey Rublev v Stefanos Tsitsipas | 3-6,6-2,4-6 |
| ATP Madrid | 2022/05/05 15:30 | Grigor Dimitrov v Stefanos Tsitsipas | 3-6,4-6 |
| ATP Madrid | 2022/05/04 20:05 | Lucas Pouille v Stefanos Tsitsipas | 3-6,4-6 |
| ATP Barcelona | 2022/04/22 18:15 | Stefanos Tsitsipas v Carlos Alcaraz Garfia | 4-6,7-5,2-6 |
| ATP Barcelona | 2022/04/22 12:55 | Stefanos Tsitsipas v Grigor Dimitrov | 6-1,6-4 |
| ATP Barcelona | 2022/04/20 16:35 | Stefanos Tsitsipas v Ilya Ivashka | 6-1,4-6,6-2 |