01/By surface
each with its own count, at equal weight
Hard
1-2
S. leads 2-1 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, K. first |
|---|---|---|---|---|---|---|
| Aug 24, 2020 | Western & Southern Financial Group MastersMasters 1000 | hard | 2nd round | Tsitsipas S. | 6-1, 6-3 | 124 v 6 |
| Oct 11, 2018 | Shanghai MastersMasters 1000 | hard | 3rd round | Anderson K. | 6-4, 7-6 | 8 v 15 |
| Aug 11, 2018 | Rogers MastersMasters 1000 | hard | semifinal | Tsitsipas S. | 6-7, 6-4, 7-6 | 6 v 27 |
| May 3, 2018 | Millennium Estoril OpenATP250 | clay | 2nd round | Tsitsipas S. | 6-7, 6-3, 6-3 | 8 v 44 |
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. Anderson K. and Tsitsipas S. each carry the table against every opponent faced.