| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2025-03-11 | Phoenix CH | R16 | hard | Kei Nishikori | 6-3 2-1 RET |
| 2019-07-01 | Wimbledon | R16 | grass | Kei Nishikori | 6-3 3-6 6-3 6-4 |
| 2018-10-22 | Vienna | SF | hard | Kei Nishikori | 6-4 6-3 |
| 2017-05-22 | Geneva | R16 | clay | Kei Nishikori | 6-4 6-3 |
| 2016-03-07 | Indian Wells Masters | R64 | hard | Kei Nishikori | 6-3 6-3 |
| 2016-02-08 | Memphis | QF | hard | Kei Nishikori | 6-2 6-4 |
| 2016-01-04 | Brisbane | R16 | hard | Kei Nishikori | 6-3 6-4 |
| 2012-04-23 | Barcelona | R32 | clay | Kei Nishikori | 6-3 4-6 6-0 |
| 2011-10-31 | Basel | QF | hard | Kei Nishikori | 6-4 5-7 6-4 |
Averages from each player's recent completed matches (20 vs 19). ATP, WTA & Challenger.