01/By surface
each with its own count, at equal weight
Hard
2-0
M. leads 2-0 in 2 meetings on hard
Clay
Never on clay
no meeting on this surface
Grass
0-1
M. leads 1-0 in 1 meeting on grass
02/Every meeting
3 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, M. first |
|---|---|---|---|---|---|---|
| Aug 10, 2023 | Canadian OpenMasters 1000 | hard | 3rd round | McDonald M. | 6-3, 6-3 | 59 v 545 |
| Oct 8, 2018 | Shanghai MastersMasters 1000 | hard | 1st round | McDonald M. | 6-3, 5-7, 6-3 | 78 v 20 |
| Jul 9, 2018 | WimbledonGrand Slam, best of 5 | grass | 4th round | Raonic M. | 6-3, 6-4, 6-7, 6-2 | 103 v 32 |
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. McDonald M. and Raonic M. each carry the table against every opponent faced.