Jelena Ostapenko defeated Anna Kalinskaya 6-1 6-2 in the Rome round of 16 on clay. The upset overturned the form book — Anna Kalinskaya came in ranked #21, leading the head-to-head 4–0, defending last year's round of 64. Jelena Ostapenko claimed a first win over Anna Kalinskaya in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2026-02-15 | Dubai | R64 | hard | Anna Kalinskaya | 2-6 6-1 6-4 |
| 2024-03-18 | Miami | R32 | hard | Anna Kalinskaya | 6-3 6-1 |
| 2024-02-19 | Dubai | R16 | hard | Anna Kalinskaya | 6-4 7-5 |
| 2023-01-09 | Adelaide 2 | R32 | hard | Anna Kalinskaya | 6-3 6-4 |
Averages over each player's completed matches in the selected window (30 vs 32). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Kalinskaya A.: 1 day rest · 2 matches, 44 games (7d) · Ostapenko J.: 3 days rest · 1 match, 16 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