01/By surface
each with its own count, at equal weight
Hard
5-1
S. leads 5-1 in 6 meetings on hard
Clay
1-0
S. leads 1-0 in 1 meeting on clay
Grass
0-1
J. leads 1-0 in 1 meeting on grass
02/Every meeting
8 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, S. first |
|---|---|---|---|---|---|---|
| Aug 3, 2023 | Los Cabos OpenATP250 | hard | 2nd round | Tsitsipas S. | 6-2, 6-4 | 5 v 114 |
| Aug 19, 2022 | Western & Southern Financial Group MastersMasters 1000 | hard | quarterfinal | Tsitsipas S. | 7-6, 5-7, 6-3 | 7 v 50 |
| Jun 4, 2021 | French OpenGrand Slam, best of 5 | clay | 3rd round | Tsitsipas S. | 5-7, 6-3, 7-6, 6-1 | 5 v 34 |
| Mar 18, 2021 | Abierto MexicanoATP500 | hard | 2nd round | Tsitsipas S. | 6-3, 6-2 | 5 v 27 |
| Aug 26, 2020 | Western & Southern Financial Group MastersMasters 1000 | hard | 3rd round | Tsitsipas S. | 7-6, 7-6 | 6 v 21 |
| Oct 4, 2019 | China OpenATP500 | hard | quarterfinal | Tsitsipas S. | 7-6, 6-3 | 7 v 19 |
| Jul 9, 2018 | WimbledonGrand Slam, best of 5 | grass | 4th round | Isner J. | 6-4, 7-6, 7-6 | 35 v 10 |
| Oct 11, 2017 | Shanghai MastersMasters 1000 | hard | 2nd round | Isner J. | 7-6, 7-6 | 131 v 16 |
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 Isner J. each carry the table against every opponent faced.