Karen Khachanov defeated Jannik Sinner 3-6 6-7 6-2 6-0 7-6 in the US Open round of 128 on hard. The upset overturned the form book — Jannik Sinner came in ranked #1, leading the head-to-head 4–0, defending last year's round of 128. Karen Khachanov claimed a first win over Jannik Sinner in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2024-04-22 | Madrid Masters | R16 | clay | Jannik Sinner | 5-7 6-3 6-3 |
| 2024-01-15 | Australian Open | R16 | hard | Jannik Sinner | 6-4 7-5 6-3 |
| 2021-03-22 | Miami Masters | R32 | hard | Jannik Sinner | 4-6 7-6(2) 6-4 |
| 2021-02-01 | Great Ocean Road Open | SF | hard | Jannik Sinner | 7-6(4) 4-6 7-6(4) |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Per-surface Serve / Return Rating (0–100, percentile within the hard 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
Khachanov K.: 9 days rest · 3 matches (14d) · Sinner J.: 1 day rest · 3 matches, 109 games (7d). Higher means fresher. About