Level, 2 wins each over 4 singles meetings since 2022. Last meeting on 27/10/2024 at Erste Bank Open - Vienna.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 27/10/2024 | Erste Bank Open - Vienna | Final | indoor hard | Draper | 6-4 7-5 |
| 12/01/2023 | Adelaide International 2 - Adelaide | Quarter-final | hard | Draper | 6-4 7-6(3) |
| 04/01/2023 | Adelaide International 1 - Adelaide | Round 2 | hard | Khachanov | 4-6 2-6 |
| 02/09/2022 | U.S. Open - New York | Round 3 | hard | Khachanov | 6-3 4-6 6-5 |
| indoor hard | Khachanov 0 - 1 Draper |
| hard | Khachanov 2 - 1 Draper |
| 2024 | Khachanov 0 - 1 Draper |
| 2023 | Khachanov 1 - 1 Draper |
| 2022 | Khachanov 1 - 0 Draper |
177 wins, 124 losses since 2021 (58.8%).
Last matches: V V D D D
172 wins, 85 losses since 2021 (66.9%).
Last matches: D D D V V
Level, 2 wins each over 4 singles meetings since 2022.
On 27/10/2024, at Erste Bank Open - Vienna (Final): Jack Draper won 6-4 7-5.