Karolina Pliskova defeated Anett Kontaveit 7-6 4-6 6-2 in the Indian Wells round of 16 on hard. The upset overturned the form book — Anett Kontaveit came in defending last year's round of 64. Karolina Pliskova extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2021-11-12 | Guadalajara | RR | hard | Anett Kontaveit | 6-4 6-0 |
| 2019-08-08 | Toronto | R16 | hard | Karolina Pliskova | 6-3 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.