Amy Frazier defeated Mary Joe Fernandez 6-3 6-4 in the Key Biscayne round of 64 on hard. The upset overturned the form book — Mary Joe Fernandez came in leading the head-to-head 1–0. Amy Frazier claimed a first win over Mary Joe Fernandez in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-01-18 | Australian Open | R64 | hard | Mary Joe Fernandez | 4-6 7-5 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.