
Novak Djokovic defeated Jannik Sinner 6-4 6-2 in the Monte Carlo Masters round of 32 on clay. The upset overturned the form book — Jannik Sinner came in ranked #1, leading the head-to-head 7–4. Novak Djokovic narrowed the head-to-head to 7–5.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2026-07-10 | Wimbledon | SF | grass | Jannik Sinner | 6-4 6-4 6-4 |
| 2026-01-19 | Australian Open | SF | hard | Novak Djokovic | 3-6 6-3 4-6 6-4 6-4 |
| 2025-06-30 | Wimbledon | SF | grass | Jannik Sinner | 6-3 6-3 6-4 |
| 2025-05-26 | Roland Garros | SF | clay | Jannik Sinner | 6-4 7-5 7-6(3) |
| 2024-10-02 | Shanghai Masters | F | hard | Jannik Sinner | 7-6(4) 6-3 |
| 2024-01-15 | Australian Open | SF | hard | Jannik Sinner | 6-1 6-2 6-7(6) 6-3 |
| 2023-11-25 | Davis Cup Finals SF: ITA vs SRB | RR | hard | Jannik Sinner | 6-2 2-6 7-5 |
| 2023-11-13 | Tour Finals | F | hard | Novak Djokovic | 6-3 6-3 |
| 2023-11-13 | Tour Finals | RR | hard | Jannik Sinner | 7-5 6-7(5) 7-6(2) |
| 2023-07-03 | Wimbledon | SF | grass | Novak Djokovic | 6-3 6-4 7-6(4) |
| 2022-06-27 | Wimbledon | QF | grass | Novak Djokovic | 5-7 2-6 6-3 6-2 6-2 |
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
Djokovic N.: 1 day rest · 3 matches, 127 games (7d) · Sinner J.: 1 day rest · 3 matches, 95 games (7d). Higher means fresher. About