01/By surface
each with its own count, at equal weight
Hard
0-3
M. leads 3-0 in 3 meetings on hard
Clay
0-1
M. 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 |
|---|---|---|---|---|---|---|
| Feb 18, 2020 | Delray Beach OpenATP250 | hard | 1st round | Raonic M. | 6-2, 6-2 | 164 v 37 |
| May 24, 2017 | Lyon OpenATP250 | clay | 2nd round | Raonic M. | 6-4, 6-3 | 81 v 6 |
| Oct 3, 2014 | Rakuten Japan Open Tennis ChampionshipsATP500 | hard | quarterfinal | Raonic M. | 7-6, 6-3 | 60 v 8 |
| Feb 16, 2013 | SAP OpenATP250 | hard | quarterfinal | Raonic M. | 7-6, 6-3 | 47 v 13 |
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. Istomin D. and Raonic M. each carry the table against every opponent faced.