Philipp Kohlschreiber defeated Milos Raonic 7-6 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 2–0, defending last year's round of 64. Philipp Kohlschreiber claimed a first win over Milos Raonic in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-02-11 | Rotterdam | R32 | hard | Milos Raonic | 7-6(8) 7-5 |
| 2013-01-14 | Australian Open | R32 | hard | Milos Raonic | 7-6(4) 6-3 6-4 |
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.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About