By surface
| Surface | Karen Khachanov | Jenson Brooksby |
|---|---|---|
| Hard | 1 | 2 |
All meetings (3)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 2026-02-23 | ATP | Dubai | Round of 16 | Hard | Jenson Brooksby | 6-76 | 4-6 | |||
| 2025-08-07 | ATP | Cincinnati Masters | Round of 32 | Hard | Karen Khachanov | 6-3 | 6-3 | |||
| 2022-03-07 | ATP | Indian Wells Masters | Round of 64 | Hard | Jenson Brooksby | 0-6 | 3-6 |