Yuichi Sugita advanced when Milos Raonic retired 1-0 in the Tokyo round of 16. Yuichi Sugita claimed a first win over Milos Raonic in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2016-08-15 | Cincinnati Masters | R16 | hard | Milos Raonic | 6-1 3-6 6-1 |
| 2011-10-03 | Tokyo | R32 | hard | Milos Raonic | 6-7(4) 6-3 7-6(1) |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (200 vs 185). ATP, WTA & Challenger.