Karen Khachanov leads 3 to 1 over 4 singles meetings since 2021. Last meeting on 31/10/2024 at Rolex Paris Masters - Paris.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 31/10/2024 | Rolex Paris Masters - Paris | Round 3 | indoor hard | Khachanov | 7-6(5) 6-4 |
| 16/10/2023 | Rakuten Japan Open - Tokyo | Round 1 | hard | Popyrin | 6-4 6-2 |
| 07/02/2022 | ABN AMRO World Tennis Tournament - Rotterdam | Round 1 | indoor hard | Khachanov | 6-7(4) 6-1 7-6(6) |
| 16/03/2021 | Dubai Duty Free Tennis Championships - Dubai | Round 2 | hard | Khachanov | 4-6 6-3 6-6 |
| indoor hard | Khachanov 2 - 0 Popyrin |
| hard | Khachanov 1 - 1 Popyrin |
| 2024 | Khachanov 1 - 0 Popyrin |
| 2023 | Khachanov 0 - 1 Popyrin |
| 2022 | Khachanov 1 - 0 Popyrin |
| 2021 | Khachanov 1 - 0 Popyrin |
177 wins, 124 losses since 2021 (58.8%).
Last matches: V V D D D
146 wins, 150 losses since 2021 (49.3%).
Last matches: D V D V D
Karen Khachanov leads 3 to 1 over 4 singles meetings since 2021.
On 31/10/2024, at Rolex Paris Masters - Paris (Round 3): Karen Khachanov won 7-6(5) 6-4.