01/By surface
each with its own count, at equal weight
Hard
1-2
D. leads 2-1 in 3 meetings on hard
Clay
Never on clay
no meeting on this surface
Grass
Never on grass
no meeting on this surface
02/Every meeting
3 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, S. first |
|---|---|---|---|---|---|---|
| Oct 16, 2020 | St. Petersburg OpenATP250 | hard | quarterfinal | Shapovalov D. | 6-4, 7-5 | 18 v 12 |
| Feb 15, 2019 | ABN AMRO World Tennis TournamentATP500 | hard | quarterfinal | Wawrinka S. | 6-4, 7-6 | 68 v 25 |
| Oct 3, 2018 | Rakuten Japan Open Tennis ChampionshipsATP500 | hard | 2nd round | Shapovalov D. | 4-6, 6-1, 6-4 | 74 v 31 |
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. Wawrinka S. and Shapovalov D. each carry the table against every opponent faced.