Kaia Kanepi defeated Angelique Kerber 3-6 7-6 6-3 in the Wimbledon round of 64 on grass. The upset overturned the form book — Angelique Kerber came in defending last year's semi-final. Kaia Kanepi extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2022-01-17 | Australian Open | R128 | hard | Kaia Kanepi | 6-4 6-3 |
| 2014-01-06 | Sydney | R16 | hard | Angelique Kerber | 6-3 6-4 |
| 2013-08-26 | US Open | R32 | hard | Angelique Kerber | 6-0 6-4 |
| 2009-01-12 | Sydney | R32 | hard | Kaia Kanepi | 6-1 7-5 |
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 (199 vs 198). ATP, WTA & Challenger.