01/By surface
each with its own count, at equal weight
Hard
3-0
J. leads 3-0 in 3 meetings on hard
Clay
1-1
Level 1-1 in 2 meetings on clay
Grass
1-0
J. leads 1-0 in 1 meeting on grass
02/Every meeting
6 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, J. first |
|---|---|---|---|---|---|---|
| Jul 7, 2025 | WimbledonGrand Slam, best of 5 | grass | 4th round | Sinner J.ret. | 3-6, 5-7, 2-2 | 1 v 21 |
| Jun 4, 2024 | French OpenGrand Slam, best of 5 | clay | quarterfinal | Sinner J. | 6-2, 6-4, 7-6 | 2 v 10 |
| Mar 31, 2024 | Miami OpenMasters 1000 | hard | final | Sinner J. | 6-3, 6-1 | 3 v 12 |
| Oct 2, 2023 | China OpenATP500 | hard | quarterfinal | Sinner J. | 6-4, 3-6, 6-2 | 7 v 19 |
| Mar 27, 2023 | Miami OpenMasters 1000 | hard | 3rd round | Sinner J. | 6-3, 6-4 | 11 v 27 |
| Sep 18, 2020 | Internazionali BNL d'ItaliaMasters 1000 | clay | 3rd round | Dimitrov G. | 4-6, 6-4, 6-4 | 81 v 22 |
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. Sinner J. and Dimitrov G. each carry the table against every opponent faced.