Anett Kontaveit defeated Kiki Bertens 6-3 6-4 in the New Haven round of 32 on hard. The upset overturned the form book — Kiki Bertens came in leading the head-to-head 3–0. Anett Kontaveit claimed a first win over Kiki Bertens in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2020-01-06 | Brisbane | R16 | hard | Kiki Bertens | 6-3 2-6 7-5 |
| 2018-08-13 | Cincinnati | R16 | hard | Kiki Bertens | 6-3 2-6 6-3 |
| 2017-07-17 | Gstaad | F | clay | Kiki Bertens | 6-4 3-6 6-1 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (198 vs 198). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About