| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2020-08-24 | Cincinnati Masters | R64 | hard | Milos Raonic | 6-4 6-4 |
| 2019-03-04 | Indian Wells Masters | R64 | hard | Milos Raonic | 7-6(1) 6-4 |
| 2018-03-05 | Indian Wells Masters | QF | hard | Milos Raonic | 7-5 2-6 6-3 |
| 2016-06-27 | Wimbledon | QF | grass | Milos Raonic | 6-4 7-5 5-7 6-4 |
| 2013-03-20 | Miami Masters | R32 | hard | Sam Querrey | W/O |
| 2013-02-11 | San Jose | SF | hard | Milos Raonic | 6-4 6-2 |
| 2012-10-29 | Paris Masters | R16 | hard | Sam Querrey | 6-3 7-6(1) |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.