01/By surface
each with its own count, at equal weight
Hard
1-2
D. leads 2-1 in 3 meetings on hard
Clay
1-0
D. leads 1-0 in 1 meeting on clay
Grass
Never on grass
no meeting on this surface
02/Every meeting
4 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, D. first |
|---|---|---|---|---|---|---|
| Aug 27, 2024 | US OpenGrand Slam, best of 5 | hard | 1st round | Medvedev D. | 6-3, 3-6, 6-3, 6-1 | 66 v 5 |
| Mar 3, 2021 | ABN AMRO World Tennis TournamentATP500 | hard | 1st round | Lajovic D. | 7-6, 6-4 | 27 v 3 |
| Apr 20, 2019 | Monte Carlo MastersMasters 1000 | clay | semifinal | Lajovic D. | 7-5, 6-1 | 48 v 14 |
| Oct 18, 2018 | Kremlin CupATP250 | hard | 2nd round | Medvedev D. | 6-2, 6-1 | 50 v 21 |
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. Lajovic D. and Medvedev D. each carry the table against every opponent faced.