01/By surface
each with its own count, at equal weight
Hard
0-3
S. leads 3-0 in 3 meetings on hard
Clay
0-1
S. leads 1-0 in 1 meeting on clay
Grass
Never on grass
no meeting on this surface
02/Every meeting
4 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, M. first |
|---|---|---|---|---|---|---|
| Oct 4, 2022 | Astana OpenATP500 | hard | 1st round | Tsitsipas S. | 6-3, 6-4 | 221 v 6 |
| Apr 17, 2019 | Monte Carlo MastersMasters 1000 | clay | 2nd round | Tsitsipas S. | 6-3, 7-5 | 42 v 8 |
| Feb 24, 2019 | Open 13ATP250 | hard | final | Tsitsipas S. | 7-5, 7-6 | 50 v 12 |
| Feb 26, 2018 | Dubai Tennis ChampionshipsATP500 | hard | 1st round | Tsitsipas S. | 6-2, 6-7, 6-3 | 88 v 82 |
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. Kukushkin M. and Tsitsipas S. each carry the table against every opponent faced.