Grigor Dimitrov defeated Matteo Berrettini 7-5 6-4 in the Monte Carlo Masters round of 64 on clay. The upset overturned the form book — Matteo Berrettini came in ranked #51. Grigor Dimitrov extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2026-07-04 | Wimbledon | R32 | grass | Grigor Dimitrov | 6-3 6-4 3-6 5-7 6-3 |
| 2019-10-21 | Vienna | R16 | hard | Matteo Berrettini | 7-6(5) 7-6(1) |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Per-surface Serve / Return Rating (0–100, percentile within the clay field, opponent-adjusted over 52 weeks). 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
Dimitrov G.: 6 days rest · 1 match, 54 games (7d) · Berrettini M.: 8 days rest · 3 matches (14d). Higher means fresher. About