Fernando Verdasco defeated Milos Raonic 6-4 6-4 in the Rome Masters round of 64 on clay. The upset overturned the form book — Milos Raonic came in leading the head-to-head 4–2. Fernando Verdasco narrowed the head-to-head to 4–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2015-08-31 | US Open | R64 | hard | Milos Raonic | 6-2 6-4 6-7(5) 7-6(1) |
| 2013-10-07 | Shanghai Masters | R32 | hard | Milos Raonic | 7-6(1) 3-6 6-3 |
| 2013-05-05 | Madrid Masters | R32 | clay | Fernando Verdasco | 6-4 2-6 7-6(7) |
| 2011-04-25 | Estoril | SF | clay | Fernando Verdasco | 6-4 RET |
| 2011-02-14 | Memphis | R32 | hard | Milos Raonic | 6-4 3-6 7-6(5) |
| 2011-02-07 | San Jose | F | hard | Milos Raonic | 7-6(6) 7-6(5) |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.