01/By surface
each with its own count, at equal weight
Hard
4-0
D. leads 4-0 in 4 meetings on hard
Clay
1-0
D. leads 1-0 in 1 meeting on clay
Grass
2-2
Level 2-2 in 4 meetings on grass
02/Every meeting
9 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, D. first |
|---|---|---|---|---|---|---|
| Jul 3, 2026 | WimbledonGrand Slam, best of 5 | grass | 3rd round | Struff J.L. | 7-6, 7-6, 7-5 | 9 v 74 |
| Feb 25, 2025 | Dubai Tennis ChampionshipsATP500 | hard | 1st round | Medvedev D. | 6-4, 7-6 | 6 v 46 |
| Feb 14, 2025 | Open 13ATP250 | hard | quarterfinal | Medvedev D. | 6-3, 6-2 | 8 v 46 |
| Jul 6, 2024 | WimbledonGrand Slam, best of 5 | grass | 3rd round | Medvedev D. | 6-1, 6-3, 4-6, 7-6 | 5 v 41 |
| Jun 29, 2021 | WimbledonGrand Slam, best of 5 | grass | 1st round | Medvedev D. | 6-4, 6-1, 4-6, 7-6 | 2 v 45 |
| Jun 15, 2021 | Halle OpenATP500 | grass | 1st round | Struff J.L. | 7-6, 6-3 | 2 v 45 |
| Aug 15, 2019 | Western & Southern Financial Group MastersMasters 1000 | hard | 3rd round | Medvedev D. | 6-2, 6-1 | 8 v 36 |
| Feb 23, 2017 | Open 13ATP250 | hard | 2nd round | Medvedev D. | 6-3, 3-6, 7-6 | 64 v 62 |
| Jul 12, 2016 | German Tennis ChampionshipsATP500 | clay | 1st round | Medvedev D. | 6-4, 5-7, 6-4 | 215 v 86 |
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. Medvedev D. and Struff J.L. each carry the table against every opponent faced.