| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-10-07 | Shanghai Masters | R16 | hard | Novak Djokovic | 7-5 6-3 |
| 2018-11-12 | Tour Finals | RR | hard | Novak Djokovic | 6-4 6-3 |
| 2015-10-05 | Beijing | QF | hard | Novak Djokovic | 6-2 6-2 |
| 2015-03-25 | Miami Masters | SF | hard | Novak Djokovic | 7-6(3) 6-2 |
| 2015-03-12 | Indian Wells Masters | R16 | hard | Novak Djokovic | 6-4 7-6(5) |
| 2014-03-06 | Indian Wells Masters | SF | hard | Novak Djokovic | 7-5 6-7(2) 6-1 |
| 2013-10-28 | Paris Masters | R16 | hard | Novak Djokovic | 6-7(5) 6-1 6-2 |
| 2013-08-11 | Cincinnati Masters | QF | hard | John Isner | 7-6(5) 3-6 7-5 |
| 2013-04-05 | Davis Cup WG QF: USA vs SRB | RR | hard | Novak Djokovic | 7-6(5) 6-2 7-5 |
| 2010-10-04 | Beijing | SF | hard | Novak Djokovic | 7-6(1) 6-2 |
| 2010-03-05 | Davis Cup WG R1: SRB vs USA | RR | clay | Novak Djokovic | 7-5 3-6 6-3 6-7(6) 6-4 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.