Juan Monaco defeated Milos Raonic 6-7 6-3 6-7 6-3 6-4 in the Roland Garros round of 32 on clay. Juan Monaco extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2015-05-03 | Madrid Masters | R32 | clay | Milos Raonic | 6-3 6-4 |
| 2014-10-05 | Shanghai Masters | R32 | hard | Juan Monaco | 5-2 RET |
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 200). ATP, WTA & Challenger.