

Casper Ruud advanced past Novak Djokovic via walkover in the Roland Garros quarter-final. Casper Ruud narrowed the head-to-head to 5–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2024-04-08 | Monte Carlo Masters | SF | clay | Casper Ruud | 6-4 1-6 6-4 |
| 2023-05-29 | Roland Garros | F | clay | Novak Djokovic | 7-6 6-3 7-5 |
| 2022-11-14 | Tour Finals | F | hard | Novak Djokovic | 7-5 6-3 |
| 2022-05-09 | Rome Masters | SF | clay | Novak Djokovic | 6-4 6-3 |
| 2021-11-15 | Tour Finals | RR | hard | Novak Djokovic | 7-6 6-2 |
| 2020-09-14 | Rome Masters | SF | clay | Novak Djokovic | 7-5 6-3 |
Averages over each player's completed matches in the selected window (157 vs 114). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Ruud C.: 4 days rest · 1 match, 15 games (7d) · Djokovic N.: 5 days rest · 1 match, 28 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
Per-surface Serve / Return Rating (0–100, percentile within the clay field, opponent-adjusted over 52 weeks). About