01/By surface
each with its own count, at equal weight
Hard
2-1
D. leads 2-1 in 3 meetings on hard
Clay
0-2
A. leads 2-0 in 2 meetings on clay
Grass
0-1
A. leads 1-0 in 1 meeting on grass
02/Every meeting
6 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, D. first |
|---|---|---|---|---|---|---|
| Apr 28, 2024 | Mutua Madrid OpenMasters 1000 | clay | 3rd round | Zverev A. | 6-4, 7-5 | 132 v 5 |
| Jun 21, 2023 | Halle OpenATP500 | grass | 2nd round | Zverev A. | 6-2, 6-4 | 27 v 22 |
| Jan 23, 2022 | Australian OpenGrand Slam, best of 5 | hard | 4th round | Shapovalov D. | 6-3, 7-6, 6-3 | 14 v 3 |
| Oct 31, 2019 | BNP Paribas MastersMasters 1000 | hard | 3rd round | Shapovalov D. | 6-2, 5-7, 6-2 | 28 v 6 |
| May 12, 2018 | Mutua Madrid OpenMasters 1000 | clay | semifinal | Zverev A. | 6-4, 6-1 | 43 v 3 |
| Aug 13, 2017 | Rogers MastersMasters 1000 | hard | semifinal | Zverev A. | 6-4, 7-5 | 143 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. Shapovalov D. and Zverev A. each carry the table against every opponent faced.