
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2022-05-02 | Madrid Masters | R16 | clay | Novak Djokovic | W/O |
| 2017-01-02 | Doha | F | hard | Novak Djokovic | 6-3 5-7 6-4 |
| 2016-11-14 | Tour Finals | F | hard | Andy Murray | 6-3 6-4 |
| 2016-05-23 | Roland Garros | F | clay | Novak Djokovic | 3-6 6-1 6-2 6-4 |
| 2016-05-09 | Rome Masters | F | clay | Andy Murray | 6-3 6-3 |
| 2016-05-02 | Madrid Masters | F | clay | Novak Djokovic | 6-2 3-6 6-3 |
| 2016-01-18 | Australian Open | F | hard | Novak Djokovic | 6-1 7-5 7-6(3) |
| 2015-11-02 | Paris Masters | F | hard | Novak Djokovic | 6-2 6-4 |
| 2015-10-11 | Shanghai Masters | SF | hard | Novak Djokovic | 6-1 6-3 |
| 2015-08-10 | Canada Masters | F | hard | Andy Murray | 6-4 4-6 6-3 |
| 2015-05-24 | Roland Garros | SF | clay | Novak Djokovic | 6-3 6-3 5-7 5-7 6-1 |
| 2015-03-25 | Miami Masters | F | hard | Novak Djokovic | 7-6(3) 4-6 6-0 |
| 2015-01-19 | Australian Open | F | hard | Novak Djokovic | 7-6(5) 6-7(4) 6-3 6-0 |
| 2014-10-27 | Paris Masters | QF | hard | Novak Djokovic | 7-5 6-2 |
| 2014-09-29 | Beijing | SF | hard | Novak Djokovic | 6-3 6-4 |
| 2014-08-25 | US Open | QF | hard | Novak Djokovic | 7-6(1) 6-7(1) 6-2 6-4 |
| 2014-03-19 | Miami Masters | QF | hard | Novak Djokovic | 7-5 6-3 |
| 2013-06-24 | Wimbledon | F | grass | Andy Murray | 6-4 7-5 6-4 |
| 2013-01-14 | Australian Open | F | hard | Novak Djokovic | 6-7(2) 7-6(3) 6-3 6-2 |
| 2012-11-05 | Tour Finals | RR | hard | Novak Djokovic | 4-6 6-3 7-5 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.