Denis Shapovalov defeated Milos Raonic 6-4 6-4 in the Madrid Masters round of 16 on clay. The upset overturned the form book — Milos Raonic came in leading the head-to-head 1–0, defending last year's round of 16. Denis Shapovalov claimed a first win over Milos Raonic in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2018-08-13 | Cincinnati Masters | R16 | hard | Milos Raonic | 7-6 6-4 |
Averages over each player's completed matches in the selected window (200 vs 148). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Shapovalov D.: 6 days rest · 1 match, 34 games (7d). Higher means fresher. About
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About