Karen Khachanov defeated Alex De Minaur 6-2 6-4 in the Vienna semi-final on hard. The upset overturned the form book — Alex De Minaur came in ranked #5. Karen Khachanov extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2025-10-27 | Paris Masters | R16 | hard | Alex De Minaur | 6-2 6-2 |
| 2024-10-21 | Vienna | SF | hard | Karen Khachanov | 6-2 6-4 |
| 2022-02-21 | Dubai | R32 | hard | Karen Khachanov | 6-3 6-7 7-5 |
| 2020-08-31 | US Open | R32 | hard | Alex De Minaur | 6-4 0-6 4-6 6-3 6-1 |
Averages over each player's completed matches in the selected window (132 vs 165). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). 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 hard field, opponent-adjusted over 52 weeks). About