01/By surface
each with its own count, at equal weight
Hard
1-1
Level 1-1 in 2 meetings on hard
Clay
0-1
M. leads 1-0 in 1 meeting on clay
Grass
1-0
D. leads 1-0 in 1 meeting on grass
02/Every meeting
4 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, D. first |
|---|---|---|---|---|---|---|
| Jun 20, 2019 | Queen's Club ChampionshipsATP500 | grass | 2nd round | Schwartzman D. | 6-4, 6-4 | 23 v 15 |
| Aug 9, 2018 | Rogers MastersMasters 1000 | hard | 3rd round | Cilic M. | 6-3, 6-2 | 12 v 7 |
| Sep 1, 2017 | US OpenGrand Slam, best of 5 | hard | 3rd round | Schwartzman D. | 4-6, 7-5, 7-5, 6-4 | 33 v 7 |
| May 6, 2017 | Istanbul OpenATP250 | clay | semifinal | Cilic M. | 6-1, 7-6 | 46 v 8 |
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. Schwartzman D. and Cilic M. each carry the table against every opponent faced.