| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2018-08-27 | US Open | R64 | hard | Milos Raonic | 6-3 6-4 6-4 |
| 2017-01-16 | Australian Open | R32 | hard | Milos Raonic | 6-2 7-6(5) 3-6 6-3 |
| 2015-06-15 | Queen's Club | QF | grass | Gilles Simon | 4-6 6-3 7-5 |
| 2014-09-29 | Tokyo | SF | hard | Milos Raonic | 6-1 6-4 |
| 2014-05-26 | Roland Garros | R32 | clay | Milos Raonic | 4-6 6-3 2-6 6-2 7-5 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.