Kei Nishikori defeated Milos Raonic 7-6 3-6 6-0 in the Tokyo final on hard. The result followed the form book — Kei Nishikori came in leading the head-to-head 4–2, defending last year's round of 32. Kei Nishikori extended the head-to-head to 5–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2015-03-06 | Davis Cup WG R1: CAN vs JPN | RR | hard | Kei Nishikori | 3-6 6-3 6-4 2-6 6-4 |
| 2015-01-04 | Brisbane | SF | hard | Milos Raonic | 6-7(4) 7-6(4) 7-6(4) |
| 2014-09-29 | Tokyo | F | hard | Kei Nishikori | 7-6(5) 4-6 6-4 |
| 2014-08-25 | US Open | R16 | hard | Kei Nishikori | 4-6 7-6(4) 6-7(6) 7-5 6-4 |
| 2014-06-23 | Wimbledon | R16 | grass | Milos Raonic | 4-6 6-1 7-6(4) 6-3 |
| 2014-05-04 | Madrid Masters | R16 | clay | Kei Nishikori | 7-6(5) 7-6(5) |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.