01/By surface
each with its own count, at equal weight
Hard
1-3
B. leads 3-1 in 4 meetings on hard
Clay
1-0
O. leads 1-0 in 1 meeting on clay
Grass
Never on grass
no meeting on this surface
02/Every meeting
5 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, O. first |
|---|---|---|---|---|---|---|
| Feb 27, 2016 | Abierto MexicanoATP500 | hard | semifinal | Tomic B. | 1-6, 6-4, 6-3 | 32 v 21 |
| Aug 18, 2015 | Western & Southern Financial Group MastersMasters 1000 | hard | 2nd round | Dolgopolov O. | 6-4, 6-1 | 66 v 24 |
| Feb 12, 2015 | Memphis OpenATP250 | hard | 2nd round | Tomic B. | 6-1, 7-5 | 23 v 49 |
| Jan 9, 2014 | Apia InternationalATP250 | hard | quarterfinal | Tomic B. | 6-4, 6-3 | 55 v 52 |
| Apr 14, 2013 | Monte Carlo MastersMasters 1000 | clay | 1st round | Dolgopolov O. | 6-2, 6-4 | 22 v 44 |
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. Dolgopolov O. and Tomic B. each carry the table against every opponent faced.