01/By surface
each with its own count, at equal weight
Hard
2-3
D. leads 3-2 in 5 meetings on hard
Clay
2-2
Level 2-2 in 4 meetings on clay
Grass
Never on grass
no meeting on this surface
02/Every meeting
9 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, C. first |
|---|---|---|---|---|---|---|
| Mar 10, 2023 | BNP Paribas OpenMasters 1000 | hard | 2nd round | Ruud C. | 6-2, 6-3 | 4 v 38 |
| Feb 13, 2022 | Argentina OpenATP250 | clay | final | Ruud C. | 5-7, 6-2, 6-3 | 8 v 15 |
| Oct 13, 2021 | BNP Paribas OpenMasters 1000 | hard | 4th round | Schwartzman D. | 6-3, 6-3 | 10 v 15 |
| Aug 19, 2021 | Western & Southern Financial Group MastersMasters 1000 | hard | 3rd round | Ruud C. | 6-4, 6-3 | 11 v 14 |
| Apr 14, 2021 | Monte Carlo MastersMasters 1000 | clay | 2nd round | Ruud C. | 6-3, 6-3 | 27 v 9 |
| Aug 23, 2020 | Western & Southern Financial Group MastersMasters 1000 | hard | 1st round | Schwartzman D. | 7-6, 6-3 | 36 v 13 |
| Jul 23, 2018 | German Tennis ChampionshipsATP500 | clay | 1st round | Schwartzman D. | 6-4, 2-6, 6-2 | 141 v 12 |
| Feb 20, 2018 | Rio OpenATP500 | clay | 1st round | Schwartzman D.ret. | 4-1 | 120 v 23 |
| Jan 17, 2018 | Australian OpenGrand Slam, best of 5 | hard | 2nd round | Schwartzman D. | 6-4, 6-2, 6-3 | 138 v 26 |
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. Ruud C. and Schwartzman D. each carry the table against every opponent faced.