| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2017-05-08 | Madrid Masters | R16 | clay | Kei Nishikori | 6-4 6-3 |
| 2015-05-03 | Madrid Masters | QF | clay | Kei Nishikori | 6-4 6-2 |
| 2015-02-23 | Acapulco | F | hard | David Ferrer | 6-3 7-5 |
| 2015-01-19 | Australian Open | R16 | hard | Kei Nishikori | 6-3 6-3 6-3 |
| 2014-11-09 | Tour Finals | RR | hard | Kei Nishikori | 4-6 6-4 6-1 |
| 2014-10-27 | Paris Masters | QF | hard | Kei Nishikori | 3-6 7-6(5) 6-4 |
| 2014-05-04 | Madrid Masters | SF | clay | Kei Nishikori | 7-6(5) 5-7 6-3 |
| 2014-03-19 | Miami Masters | R16 | hard | Kei Nishikori | 7-6(7) 2-6 7-6(9) |
| 2013-03-20 | Miami Masters | R16 | hard | David Ferrer | 6-4 6-2 |
| 2013-01-14 | Australian Open | R16 | hard | David Ferrer | 6-2 6-1 6-4 |
| 2012-07-25 | London Olympics | R16 | grass | Kei Nishikori | 6-0 3-6 6-4 |
| 2011-10-03 | Tokyo | R32 | hard | David Ferrer | 6-4 6-3 |
| 2008-08-25 | US Open | R32 | hard | Kei Nishikori | 6-4 6-4 3-6 2-6 7-5 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.