01/By surface
each with its own count, at equal weight
Hard
2-3
D. leads 3-2 in 5 meetings on hard
Clay
Never on clay
no meeting on this surface
Grass
0-1
D. leads 1-0 in 1 meeting on grass
02/Every meeting
6 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, S. first |
|---|---|---|---|---|---|---|
| Feb 25, 2026 | Dubai Tennis ChampionshipsATP500 | hard | 2nd round | Medvedev D. | 6-2, 6-3 | 99 v 11 |
| Feb 3, 2025 | ABN AMRO World Tennis TournamentATP500 | hard | 1st round | Medvedev D. | 6-7, 6-4, 6-1 | 155 v 7 |
| Sep 22, 2022 | Open de MoselleATP250 | hard | 2nd round | Wawrinka S. | 6-4, 6-7, 6-3 | 284 v 4 |
| Jan 27, 2020 | Australian OpenGrand Slam, best of 5 | hard | 4th round | Wawrinka S. | 6-2, 2-6, 4-6, 7-6, 6-2 | 15 v 4 |
| Sep 3, 2019 | US OpenGrand Slam, best of 5 | hard | quarterfinal | Medvedev D. | 7-6, 6-3, 3-6, 6-1 | 24 v 5 |
| Jul 3, 2017 | WimbledonGrand Slam, best of 5 | grass | 1st round | Medvedev D. | 6-4, 3-6, 6-4, 6-1 | 3 v 49 |
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 Medvedev D. each carry the table against every opponent faced.