Anna Kournikova defeated Amy Frazier 6-4 6-1 in the Auckland round of 16 on hard. The result followed the form book — Anna Kournikova came in leading the head-to-head 1–0. Anna Kournikova extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-05-24 | Roland Garros | R64 | clay | Anna Kournikova | 6-4 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.