01/By surface
each with its own count, at equal weight
Hard
2-3
S. leads 3-2 in 5 meetings on hard
Clay
3-2
G. leads 3-2 in 5 meetings on clay
Grass
1-1
Level 1-1 in 2 meetings on grass
02/Every meeting
12 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, G. first |
|---|---|---|---|---|---|---|
| May 12, 2023 | Internazionali BNL d'ItaliaMasters 1000 | clay | 2nd round | Dimitrov G. | 6-4, 7-6 | 33 v 84 |
| Feb 28, 2020 | Abierto MexicanoATP500 | hard | quarterfinal | Dimitrov G. | 6-4, 6-4 | 22 v 16 |
| Aug 13, 2019 | Western & Southern Financial Group MastersMasters 1000 | hard | 1st round | Wawrinka S. | 5-7, 6-4, 7-6 | 74 v 23 |
| Aug 5, 2019 | Rogers MastersMasters 1000 | hard | 1st round | Wawrinka S. | 6-4, 6-4 | 54 v 22 |
| Jun 1, 2019 | French OpenGrand Slam, best of 5 | clay | 3rd round | Wawrinka S. | 7-6, 7-6, 7-6 | 46 v 28 |
| Aug 27, 2018 | US OpenGrand Slam, best of 5 | hard | 1st round | Wawrinka S. | 6-3, 6-2, 7-5 | 8 v 101 |
| Jul 2, 2018 | WimbledonGrand Slam, best of 5 | grass | 1st round | Wawrinka S. | 1-6, 7-6, 7-6, 6-4 | 6 v 224 |
| Aug 18, 2016 | Western & Southern Financial Group MastersMasters 1000 | hard | 3rd round | Dimitrov G. | 6-4, 6-4 | 34 v 4 |
| May 7, 2015 | Mutua Madrid OpenMasters 1000 | clay | 3rd round | Dimitrov G. | 7-6, 3-6, 6-3 | 11 v 9 |
| Apr 16, 2015 | Monte Carlo MastersMasters 1000 | clay | 3rd round | Dimitrov G. | 6-1, 6-2 | 11 v 9 |
| Jun 14, 2014 | AEGON ChampionshipsATP250 | grass | semifinal | Dimitrov G. | 6-2, 6-4 | 13 v 3 |
| May 9, 2013 | Mutua Madrid OpenMasters 1000 | clay | 3rd round | Wawrinka S. | 3-6, 6-4, 6-1 | 28 v 15 |
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 Wawrinka S. each carry the table against every opponent faced.