
Anett Kontaveit advanced past Naomi Osaka via walkover in the Stuttgart semi-final. Anett Kontaveit claimed a first win over Naomi Osaka in six meetings, narrowing the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2020-08-31 | US Open | R16 | hard | Naomi Osaka | 6-3 6-4 |
| 2020-08-24 | Cincinnati | QF | hard | Naomi Osaka | 4-6 6-2 7-5 |
| 2018-02-19 | Dubai | R16 | hard | Naomi Osaka | 6-2 7-6 |
| 2016-09-12 | Japan Open Tokyo | R32 | hard | Naomi Osaka | 6-0 6-2 |
| 2015-06-08 | Surbiton $50K | SF | grass | Naomi Osaka | 6-4 6-7(5) 6-2 |
Averages over each player's completed matches in the selected window (199 vs 199). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About
Osaka N.: 9 days rest · 3 matches (14d). 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