[27] Kyrgios, Nick 7-6,6-7,2-6 Karen Khachanov [9] 2019-08-15 01:25
Stadium: Center Court Round: 25 Ground: Hardcourt outdoor
Home History
| Cincinnati, USA | 2019/08/12 23:00 | Kyrgios, Nick v Lorenzo Sonego | 7-5,6-4 |
| Montreal, Canada | 2019/08/06 22:30 | Kyrgios, Nick v Kyle Edmund | 3-6,4-6 |
| Washington, USA | 2019/08/04 21:00 | Kyrgios, Nick v Daniil Medvedev | 7-6,7-6 |
| Washington, USA | 2019/08/03 23:00 | Stefanos Tsitsipas v Kyrgios, Nick | 4-6,6-3,6-7 |
| Washington, USA | 2019/08/03 00:35 | Norbert Gombos v Kyrgios, Nick | 3-6,3-6 |
| Washington, USA | 2019/08/02 01:00 | Kyrgios, Nick v Yoshihito Nishioka | 6-2,7-5 |
| Washington, USA | 2019/07/31 22:35 | Simon, Gilles v Kyrgios, Nick | 4-6,6-7 |
| Washington, USA | 2019/07/31 01:25 | Thai-Son Kwiatkowski v Kyrgios, Nick | 5-7,4-6 |
Away History
| Montreal, Canada | 2019/08/10 21:50 | Karen Khachanov v Daniil Medvedev | 1-6,6-7 |
| Montreal, Canada | 2019/08/09 18:00 | Karen Khachanov v Alexander Zverev | 6-3,6-3 |
| Montreal, Canada | 2019/08/08 18:30 | Karen Khachanov v Felix Auger Aliassime | 6-7,7-5,6-3 |
| Montreal, Canada | 2019/08/07 23:10 | Karen Khachanov v Stan Wawrinka | 6-4,6-7,6-2 |
| Washington, USA | 2019/07/30 23:00 | Tsonga, Jo-Wilfried v Karen Khachanov | 6-4,2-6,7-5 |
| Wimbledon, London, Great Britain | 2019/07/05 11:40 | Karen Khachanov v Bautista-Agut, Roberto | 3-6,6-7,1-6 |
| Wimbledon, London, Great Britain | 2019/07/03 13:30 | Karen Khachanov v Lopez, Feliciano | 4-6,6-4,7-5,6-4 |
| Wimbledon, London, Great Britain | 2019/07/01 11:25 | Karen Khachanov v Soonwoo Kwon | 7-6,6-4,4-6,7-5 |