01/By surface
each with its own count, at equal weight
Hard
1-7
S. leads 7-1 in 8 meetings on hard
Clay
0-2
S. leads 2-0 in 2 meetings on clay
Grass
Never on grass
no meeting on this surface
02/Every meeting
10 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, K. first |
|---|---|---|---|---|---|---|
| Feb 26, 2025 | Dubai Tennis ChampionshipsATP500 | hard | 2nd round | Tsitsipas S. | 7-6, 2-6, 6-4 | 24 v 11 |
| Apr 12, 2024 | Monte Carlo MastersMasters 1000 | clay | quarterfinal | Tsitsipas S. | 6-4, 6-2 | 17 v 12 |
| Nov 3, 2023 | BNP Paribas MastersMasters 1000 | hard | quarterfinal | Tsitsipas S. | 6-3, 6-4 | 15 v 6 |
| Mar 28, 2023 | Miami OpenMasters 1000 | hard | 4th round | Khachanov K. | 7-6, 6-4 | 16 v 3 |
| Jan 27, 2023 | Australian OpenGrand Slam, best of 5 | hard | semifinal | Tsitsipas S. | 7-6, 6-4, 6-7, 6-3 | 20 v 4 |
| May 12, 2022 | Internazionali BNL d'ItaliaMasters 1000 | clay | 3rd round | Tsitsipas S. | 4-6, 6-0, 6-3 | 24 v 5 |
| Aug 12, 2021 | Canadian OpenMasters 1000 | hard | 3rd round | Tsitsipas S. | 6-3, 6-2 | 29 v 3 |
| Mar 5, 2021 | ABN AMRO World Tennis TournamentATP500 | hard | quarterfinal | Tsitsipas S. | 4-6, 6-3, 7-5 | 21 v 6 |
| Oct 10, 2018 | Shanghai MastersMasters 1000 | hard | 2nd round | Tsitsipas S. | 6-4, 7-6 | 27 v 15 |
| Oct 9, 2017 | Shanghai MastersMasters 1000 | hard | 1st round | Tsitsipas S. | 7-5, 6-3 | 40 v 131 |
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 Tsitsipas S. each carry the table against every opponent faced.