Angeles Montolio defeated Magui Serna 6-1 2-6 7-5 in the Oporto final on clay. The upset overturned the form book — Magui Serna came in leading the head-to-head 1–0, defending last year's final. Angeles Montolio claimed a first win over Magui Serna in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-07 | Birmingham | R32 | grass | Magui Serna | 6-1 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.