Novak Djokovic leads the record after 10 meetings.
| Surface | Khachanov | Djokovic |
|---|---|---|
| Hard | 1 | 5 |
| Clay | 0 | 3 |
| Grass | 0 | 1 |
| Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|
| French Open - Paris 2023 | QF | Clay | Djokovic | 4-6 7-6(0) 6-2 6-4 |
| Rolex Paris Masters - Paris 2022 | R3 | Hard (Indoor) | Djokovic | 6-4 6-1 |
| Astana Open - Astana 2022 | QF | Hard (Indoor) | Djokovic | 6-4 6-3 |
| Serbia Open - Belgrade 2022 | SF | Clay | Djokovic | 4-6 6-1 6-2 |
| Dubai Duty Free Tennis Championships - Dubai 2022 | R2 | Hard | Djokovic | 6-3 7-6(2) |
| French Open - Paris 2020 | R4 | Clay | Djokovic | 6-4 6-3 6-3 |
| Dubai Duty Free Tennis Championships - Dubai 2020 | QF | Hard | Djokovic | 6-2 6-2 |
| Davis Cup, Finals, QF, SRB-RUS 1-2 2019 | R14 | Hard (Indoor) | Djokovic | 6-3 6-3 |
| BNP Paribas Masters - Paris 2018 | F | Hard (Indoor) | Khachanov | 7-5 6-4 |
| Wimbledon - London 2018 | R4 | Grass | Djokovic | 6-4 6-2 6-2 |
Meetings are the ones on our record. Older matches may be missing.
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