01/By surface
each with its own count, at equal weight
Hard
1-5
G. leads 5-1 in 6 meetings on hard
Clay
Never on clay
no meeting on this surface
Grass
Never on grass
no meeting on this surface
02/Every meeting
6 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, K. first |
|---|---|---|---|---|---|---|
| Mar 23, 2025 | Miami OpenMasters 1000 | hard | 3rd round | Dimitrov G. | 6-7, 6-4, 7-5 | 23 v 15 |
| Nov 1, 2024 | BNP Paribas MastersMasters 1000 | hard | quarterfinal | Khachanov K. | 6-2, 6-3 | 21 v 9 |
| Feb 10, 2024 | Open 13ATP250 | hard | semifinal | Dimitrov G. | 6-7, 6-4, 7-6 | 18 v 13 |
| Oct 9, 2023 | Shanghai MastersMasters 1000 | hard | 3rd round | Dimitrov G. | 7-6, 6-4 | 14 v 19 |
| Nov 3, 2021 | BNP Paribas MastersMasters 1000 | hard | 2nd round | Dimitrov G. | 4-6, 6-2, 6-0 | 31 v 30 |
| Oct 27, 2020 | Erste Bank OpenATP500 | hard | 1st round | Dimitrov G. | 7-6, 6-3 | 18 v 20 |
A record, never a share of meetings. Main-draw singles since 2013; a meeting ended by retirement is counted with the sets that were played and marked; a walkover is listed and counted in neither column. Khachanov K. and Dimitrov G. each carry the table against every opponent faced.