Jannik Sinner leads the record after 5 meetings.
| Surface | Khachanov | Sinner |
|---|---|---|
| Hard | 1 | 3 |
| Clay | 0 | 1 |
| Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|
| Mutua Madrid Open - Madrid 2024 | R4 | Clay | Sinner | 5-7 6-3 6-3 |
| Australian Open - Melbourne 2024 | R4 | Hard | Sinner | 6-4 7-5 6-3 |
| Miami Open - Miami 2021 | R3 | Hard | Sinner | 4-6 7-6(2) 6-4 |
| Great Ocean Road Open - Melbourne 2021 | SF | Hard | Sinner | 7-6(4) 4-6 7-6(4) |
| U.S. Open - New York 2020 | R1 | Hard | Khachanov | 3-6 6-7(7) 6-2 6-0 7-6(4) |
Meetings are the ones on our record. Older matches may be missing.
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