0-4
G. leads 4-0, 4 meetings, 2013 to 2016, 1 walkover not counted
01/By surface
each with its own count, at equal weight
Hard
0-3
G. leads 3-0 in 3 meetings on hard
Clay
Never on clay
no meeting on this surface
Grass
0-1
G. leads 1-0 in 1 meeting on grass
02/Every meeting
5 rows, newest first
| Date | Tournament | Surface | Round | Winner | Score, winner first | Ranks, O. first |
|---|---|---|---|---|---|---|
| Jan 15, 2016 | Apia InternationalATP250 | hard | quarterfinal | Dimitrov G. | 4-6, 6-3, 6-4 | 36 v 28 |
| Aug 11, 2015 | Rogers MastersMasters 1000 | hard | 1st round | Dimitrov G. | 6-4, 7-5 | 69 v 17 |
| Jun 27, 2014 | WimbledonGrand Slam, best of 5 | grass | 3rd round | Dimitrov G. | 6-7, 6-4, 2-6, 6-4, 6-1 | 19 v 13 |
| Jun 13, 2014 | AEGON ChampionshipsATP250 | grass | quarterfinal | Dimitrov G.walkover, not counted | no set played | 19 v 13 |
| Oct 24, 2013 | Swiss IndoorsATP500 | hard | 2nd round | Dimitrov G. | 6-3, 6-2 | 38 v 22 |
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 Dimitrov G. each carry the table against every opponent faced.