Milos Raonic defeated Donald Young 6-4 7-5 in the Washington semi-final on hard. The result followed the form book — Milos Raonic came in leading the head-to-head 2–0, defending last year's round of 16. Milos Raonic extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2015-01-22 | Australian Open | R64 | hard | Milos Raonic | 6-4 7-6(3) 6-3 |
| 2014-10-23 | Basel | R16 | hard | Milos Raonic | 6-4 6-7(5) 7-6(2) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.