01/By surface
each with its own count, at equal weight
Hard
2-1
G. leads 2-1 in 3 meetings on hard
Clay
0-1
D. 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, G. first |
|---|---|---|---|---|---|---|
| Aug 16, 2022 | Western & Southern Financial Group MastersMasters 1000 | hard | 1st round | Shapovalov D. | 7-6, 6-3 | 18 v 21 |
| Sep 19, 2020 | Internazionali BNL d'ItaliaMasters 1000 | clay | quarterfinal | Shapovalov D. | 6-2, 3-6, 6-2 | 22 v 14 |
| Feb 10, 2020 | ABN AMRO World Tennis TournamentATP500 | hard | 1st round | Dimitrov G. | 6-3, 7-6 | 22 v 16 |
| Jul 28, 2016 | Rogers MastersMasters 1000 | hard | 2nd round | Dimitrov G. | 6-4, 6-3 | 40 v 370 |
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. Dimitrov G. and Shapovalov D. each carry the table against every opponent faced.