[9] Karen Khachanov 6-7,6-3,4-10 Diego Schwartzman [24] 2019-06-28 14:50
Stadium: Stadium Round: 1
Head to Head
| ATP Cincinnati | 2017/08/15 15:00 | Diego Schwartzman v Karen Khachanov | 1-6,6-1,3-6 |
| ATP Miami | 2017/03/23 17:20 | Karen Khachanov v Diego Schwartzman | 4-6,6-3,6-7 |
Home History
| Boodles Challenge | 2019/06/26 15:05 | Stefanos Tsitsipas v Karen Khachanov | 6-3,3-6,8-10 |
| ATP Halle | 2019/06/21 10:00 | Matteo Berrettini v Karen Khachanov | 6-2,7-6 |
| ATP Halle | 2019/06/19 12:10 | Jan-Lennard Struff v Karen Khachanov | 3-6,6-3,4-6 |
| ATP Halle | 2019/06/17 13:20 | Miomir Kecmanovic v Karen Khachanov | 6-7,4-6 |
| ATP Stuttgart | 2019/06/13 11:40 | Matteo Berrettini v Karen Khachanov | 6-4,6-2 |
| French Open | 2019/06/06 12:30 | Dominic Thiem v Karen Khachanov | 6-2,6-4,6-2 |
| French Open | 2019/06/03 16:20 | Karen Khachanov v Juan Martin Del Potro | 7-5,6-3,3-6,6-3 |
| French Open | 2019/06/01 15:15 | Karen Khachanov v Martin Klizan | 6-1,6-4,6-3 |
Away History
| Boodles Challenge | 2019/06/26 16:35 | Fabio Fognini v Diego Schwartzman | 2-6,1-6 |
| Boodles Challenge | 2019/06/25 15:55 | Diego Schwartzman v Martin Klizan | 6-3,5-7,5-10 |
| ATP Queens | 2019/06/21 11:00 | Diego Schwartzman v Daniil Medvedev | 2-6,2-6 |
| ATP Queens | 2019/06/20 10:00 | Marin Cilic v Diego Schwartzman | 4-6,4-6 |
| ATP Queens | 2019/06/17 12:30 | Diego Schwartzman v Alexander Bublik | 6-2,6-3 |
| French Open | 2019/05/29 16:20 | Leonardo Mayer v Diego Schwartzman | 4-6,6-3,6-4,7-5 |
| French Open | 2019/05/26 13:40 | Marton Fucsovics v Diego Schwartzman | 3-6,6-3,6-7,6-2,2-6 |
| ATP Rome | 2019/05/18 18:00 | Novak Djokovic v Diego Schwartzman | 6-3,6-7,6-3 |