01/By surface
each with its own count, at equal weight
Hard
1-1
Level 1-1 in 2 meetings on hard
Clay
1-0
S. leads 1-0 in 1 meeting on clay
Grass
Never on grass
no meeting on this surface
02/Every meeting
3 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, S. first |
|---|---|---|---|---|---|---|
| Apr 15, 2025 | Barcelona OpenATP500 | clay | 1st round | Tsitsipas S. | 6-2, 6-2 | 16 v 105 |
| Aug 14, 2021 | Canadian OpenMasters 1000 | hard | semifinal | Opelka R. | 6-7, 7-6, 6-4 | 3 v 32 |
| Aug 27, 2020 | Western & Southern Financial Group MastersMasters 1000 | hard | quarterfinal | Tsitsipas S.ret. | 5-6 | 6 v 39 |
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. Tsitsipas S. and Opelka R. each carry the table against every opponent faced.