By surface
| Surface | Grigor Dimitrov | Mikhail Kukushkin |
|---|---|---|
| Hard | 1 | 2 |
All meetings (3)
| Date | Tour | Tournament | Round | Surface | Winner | Set 1 | Set 2 | Set 3 | Set 4 | Set 5 |
|---|---|---|---|---|---|---|---|---|---|---|
| 2018-10-22 | ATP | Vienna | Round of 32 | Hard | Mikhail Kukushkin | 4-6 | 6-4 | 4-6 | ||
| 2015-08-31 | ATP | US Open | Round of 64 | Hard | Mikhail Kukushkin | 3-6 | 6-72 | 6-2 | 6-4 | 4-6 |
| 2012-03-21 | ATP | Miami Masters | Round of 128 | Hard | Grigor Dimitrov | 6-2 | 6-2 |