Head to head
3
Hard
1
1
Grass
0
Grigor Dimitrov's wins on the left · Alexandr Dolgopolov's on the right · bar lengths share one scale
All meetings (6)
| 2016 | Sydney | Hard | QF | Grigor Dimitrov | 4-6 6-3 6-4 |
| 2015 | Canada Masters | Hard | R64 | Grigor Dimitrov | 6-4 7-5 |
| 2014 | Wimbledon | Grass | R32 | Grigor Dimitrov | 6-7(3) 6-4 2-6 6-4 6-1 |
| 2014 | Queen's Club | Grass | QF | Grigor Dimitrov | W/O |
| 2013 | Basel | Hard | R16 | Grigor Dimitrov | 6-3 6-2 |
| 2011 | Winston-Salem | Hard | R16 | Alexandr Dolgopolov | 6-4 1-6 7-6(7) |
Methodology
Head-to-head totals and surface splits exclude walkovers (no match was played), which follows ATP convention — walkover meetings still appear in the match list. The momentum chart plots the running lead across all counted meetings, oldest to newest.