[21] Karen Khachanov 6-4,3-6,5-7 Stefanos Tsitsipas [6] 2021-03-05 12:00
Stadium: Centre Court Round: 27 Ground: Hardcourt indoor
Head to Head
| 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 Rotterdam | 2021/03/03 20:25 | Karen Khachanov v Cameron Norrie | 6-2,6-2 |
| ATP Rotterdam | 2021/03/02 13:30 | Stan Wawrinka v Karen Khachanov | 4-6,5-7 |
| Australian Open | 2021/02/13 06:10 | Karen Khachanov v Matteo Berrettini | 6-7,6-7,6-7 |
| Australian Open | 2021/02/11 02:00 | Karen Khachanov v Ricardas Berankis | 6-2,6-4,6-4 |
| Australian Open | 2021/02/09 02:25 | Karen Khachanov v Aleksandar Vukic | 6-3,6-7,7-6,6-4 |
| ATP Great Ocean Road Open | 2021/02/06 05:35 | Jannik Sinner v Karen Khachanov | 7-6,4-6,7-6 |
| ATP Great Ocean Road Open | 2021/02/05 06:30 | Botic Van De Zandschulp v Karen Khachanov | 7-6,5-7,3-6 |
| ATP Great Ocean Road Open | 2021/02/04 23:30 | Kevin Anderson v Karen Khachanov | 3-6,6-7 |
Away History
| ATP Rotterdam | 2021/03/04 14:00 | Hubert Hurkacz v Stefanos Tsitsipas | 4-6,6-4,5-7 |
| ATP Rotterdam | 2021/03/02 18:30 | Egor Gerasimov v Stefanos Tsitsipas | 6-7,5-7 |
| Australian Open | 2021/02/19 08:30 | Daniil Medvedev v Stefanos Tsitsipas | 6-4,6-2,7-5 |
| Australian Open | 2021/02/17 08:30 | Stefanos Tsitsipas v Rafael Nadal | 3-6,2-6,7-6,6-4,7-5 |
| Australian Open | 2021/02/13 04:15 | Stefanos Tsitsipas v Mikael Ymer | 6-4,6-1,6-1 |
| Australian Open | 2021/02/11 03:40 | Stefanos Tsitsipas v Thanasi Kokkinakis | 6-7,6-4,6-1,6-7,6-4 |
| Australian Open | 2021/02/09 09:10 | Stefanos Tsitsipas v Gilles Simon | 6-1,6-2,6-1 |
| ATP Cup | 2021/02/05 00:25 | Roberto Bautista-Agut v Stefanos Tsitsipas | 5-7,5-7 |