Karolina Pliskova defeated Anett Kontaveit 6-3 7-5 in the Toronto round of 16 on hard. 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 |
| 2019-03-12 | Indian Wells | R16 | hard | Karolina Pliskova | 7-6(0) 4-6 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.