| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-10-21 | Basel | QF | hard | Roger Federer | W/O |
| 2019-05-27 | Roland Garros | QF | clay | Roger Federer | 7-6(4) 4-6 7-6(5) 6-4 |
| 2019-03-04 | Indian Wells Masters | R32 | hard | Roger Federer | 6-3 6-4 |
| 2018-08-13 | Cincinnati Masters | QF | hard | Roger Federer | 6-7(2) 7-6(6) 6-2 |
| 2017-03-06 | Indian Wells Masters | F | hard | Roger Federer | 6-4 7-5 |
| 2017-01-16 | Australian Open | SF | hard | Roger Federer | 7-5 6-3 1-6 4-6 6-3 |
| 2015-11-15 | Tour Finals | SF | hard | Roger Federer | 7-5 6-3 |
| 2015-08-31 | US Open | SF | hard | Roger Federer | 6-4 6-3 6-1 |
| 2015-05-24 | Roland Garros | QF | clay | Stan Wawrinka | 6-4 6-3 7-6(4) |
| 2015-05-10 | Rome Masters | SF | clay | Roger Federer | 6-4 6-2 |
| 2014-11-09 | Tour Finals | SF | hard | Roger Federer | 4-6 7-5 7-6(6) |
| 2014-06-23 | Wimbledon | QF | grass | Roger Federer | 3-6 7-6(5) 6-4 6-4 |
| 2014-04-13 | Monte Carlo Masters | F | clay | Stan Wawrinka | 4-6 7-6(5) 6-2 |
| 2013-03-07 | Indian Wells Masters | R16 | hard | Roger Federer | 6-3 6-7(4) 7-5 |
| 2012-08-12 | Cincinnati Masters | SF | hard | Roger Federer | 7-6(4) 6-3 |
| 2011-10-31 | Basel | SF | hard | Roger Federer | 7-6(5) 6-2 |
| 2011-05-22 | Roland Garros | R16 | clay | Roger Federer | 6-3 6-2 7-5 |
| 2011-03-10 | Indian Wells Masters | QF | hard | Roger Federer | 6-3 6-4 |
| 2011-01-17 | Australian Open | QF | hard | Roger Federer | 6-1 6-3 6-3 |
| 2010-10-18 | Stockholm | QF | hard | Roger Federer | 2-6 6-3 6-2 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.