| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2018-10-29 | Paris Masters | R32 | hard | Roger Federer | W/O |
| 2018-06-11 | Stuttgart | F | grass | Roger Federer | 6-4 7-6(3) |
| 2017-07-03 | Wimbledon | QF | grass | Roger Federer | 6-4 6-2 7-6(4) |
| 2016-01-04 | Brisbane | F | hard | Milos Raonic | 6-4 6-4 |
| 2015-03-12 | Indian Wells Masters | SF | hard | Roger Federer | 7-5 6-4 |
| 2015-01-04 | Brisbane | F | hard | Roger Federer | 6-4 6-7(2) 6-4 |
| 2014-11-09 | Tour Finals | RR | hard | Roger Federer | 6-1 7-6(0) |
| 2014-10-27 | Paris Masters | QF | hard | Milos Raonic | 7-6(5) 7-5 |
| 2014-08-10 | Cincinnati Masters | SF | hard | Roger Federer | 6-2 6-3 |
| 2014-06-23 | Wimbledon | SF | grass | Roger Federer | 6-4 6-4 6-4 |
| 2013-01-14 | Australian Open | R16 | hard | Roger Federer | 6-4 7-6(4) 6-2 |
| 2012-06-11 | Halle | QF | grass | Roger Federer | 6-7(4) 6-4 7-6(3) |
| 2012-05-06 | Madrid Masters | R32 | clay | Roger Federer | 4-6 7-5 7-6(4) |
| 2012-03-08 | Indian Wells Masters | R32 | hard | Roger Federer | 6-7(4) 6-2 6-4 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.