01/By surface
each with its own count, at equal weight
Hard
2-1
K. 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, K. first |
|---|---|---|---|---|---|---|
| Apr 26, 2025 | Mutua Madrid OpenMasters 1000 | clay | 2nd round | Shapovalov D. | 6-1, 6-4 | 64 v 30 |
| Dec 31, 2024 | Hong Kong Tennis OpenATP250 | hard | 1st round | Nishikori K. | 6-2, 6-3 | 106 v 56 |
| Aug 3, 2018 | Citi OpenATP500 | hard | 3rd round | Nishikori K. | 7-6, 6-3 | 20 v 26 |
| Feb 27, 2018 | Abierto MexicanoATP500 | hard | 1st round | Shapovalov D. | 6-7, 6-3, 6-1 | 26 v 45 |
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. Nishikori K. and Shapovalov D. each carry the table against every opponent faced.