01/By surface
each with its own count, at equal weight
Hard
2-3
D. leads 3-2 in 5 meetings on hard
Clay
0-1
D. leads 1-0 in 1 meeting on clay
Grass
0-1
D. leads 1-0 in 1 meeting on grass
02/Every meeting
7 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, F. first |
|---|---|---|---|---|---|---|
| May 30, 2024 | French OpenGrand Slam, best of 5 | clay | 2nd round | Shapovalov D. | 6-7, 6-4, 6-2, 6-4 | 26 v 118 |
| Aug 12, 2021 | Canadian OpenMasters 1000 | hard | 2nd round | Tiafoe F. | 6-1, 6-4 | 52 v 10 |
| Jun 19, 2021 | Queen's Club ChampionshipsATP500 | grass | quarterfinal | Shapovalov D. | 6-3, 6-4 | 65 v 14 |
| Oct 7, 2019 | Shanghai MastersMasters 1000 | hard | 1st round | Shapovalov D. | 6-4, 6-2 | 51 v 36 |
| Mar 28, 2019 | Sony Ericsson OpenMasters 1000 | hard | quarterfinal | Shapovalov D. | 6-7, 6-4, 6-2 | 34 v 23 |
| Aug 13, 2018 | Western & Southern Financial Group MastersMasters 1000 | hard | 1st round | Shapovalov D. | 7-6, 3-6, 7-5 | 38 v 32 |
| Feb 25, 2018 | Delray Beach OpenATP250 | hard | semifinal | Tiafoe F. | 7-5, 6-4 | 91 v 46 |
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. Tiafoe F. and Shapovalov D. each carry the table against every opponent faced.