Alison Riske Amritraj defeated Kaia Kanepi 6-7 6-1 6-2 in the Madrid round of 64 on clay. The upset overturned the form book — Kaia Kanepi came in defending last year's quarter-final. Alison Riske Amritraj extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2019-03-18 | Miami | R128 | hard | Alison Riske Amritraj | 6-2 6-2 |
| 2013-06-24 | Wimbledon | R32 | grass | Kaia Kanepi | 6-2 6-3 |
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 (200 vs 199). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About