| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2017-05-08 | Madrid Masters | R16 | clay | Novak Djokovic | 6-4 7-5 |
| 2016-03-07 | Indian Wells Masters | R16 | hard | Novak Djokovic | 6-3 6-3 |
| 2016-02-22 | Dubai | QF | hard | Feliciano Lopez | 6-3 0-0 RET |
| 2015-10-11 | Shanghai Masters | R16 | hard | Novak Djokovic | 6-2 6-3 |
| 2015-08-31 | US Open | QF | hard | Novak Djokovic | 6-1 3-6 6-3 7-6(2) |
| 2011-04-25 | Belgrade | F | hard | Novak Djokovic | 7-6(4) 6-2 |
| 2011-02-21 | Dubai | R16 | hard | Novak Djokovic | 6-3 2-6 6-4 |
| 2007-03-19 | Miami Masters | R16 | hard | Novak Djokovic | 6-0 6-3 |
| 2007-01-15 | Australian Open | R64 | hard | Novak Djokovic | 6-2 7-5 6-1 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.