Milos Raonic defeated Michael Rubin 6-3 6-0 in the Canada F3 round of 16 on hard. The result followed the form book — Milos Raonic came in leading the head-to-head 1–0. Milos Raonic extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-07-13 | USA F17 | R32 | clay | Milos Raonic | 6-3 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.