| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2017-07-03 | Wimbledon | R64 | grass | Grigor Dimitrov | 6-3 6-2 6-1 |
| 2016-10-31 | Paris Masters | R32 | hard | Grigor Dimitrov | 6-3 0-0 RET |
| 2015-01-19 | Australian Open | R32 | hard | Grigor Dimitrov | 4-6 6-3 3-6 6-3 6-3 |
| 2014-02-24 | Acapulco | R16 | hard | Grigor Dimitrov | 6-1 6-4 |
| 2013-05-12 | Rome Masters | R64 | clay | Grigor Dimitrov | 6-3 6-4 |
| 2013-02-11 | Rotterdam | QF | hard | Grigor Dimitrov | 6-7(4) 7-6(0) 6-3 |
| 2012-12-30 | Brisbane | SF | hard | Grigor Dimitrov | 6-3 5-7 7-6(5) |
| 2011-04-24 | Munich | R16 | clay | Grigor Dimitrov | 3-6 7-6(6) 6-2 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.