By surface
| Surface | Karen Khachanov | Aimee Smith |
|---|---|---|
| Hard | 2 | 2 |
All meetings (4)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 2024-10-21 | ATP | Vienna | Final | Hard | Jack Draper | 4-6 | 5-7 | |||
| 2023-01-09 | ATP | Adelaide 2 | Quarterfinal | Hard | Jack Draper | 4-6 | 6-73 | |||
| 2023-01-02 | ATP | Adelaide 1 | Round of 16 | Hard | Karen Khachanov | 6-4 | 6-2 | |||
| 2022-08-29 | ATP | US Open | Round of 32 | Hard | Karen Khachanov | 6-3 | 4-6 | 6-5 |