Maria Fernanda Landa defeated Natalie Cahana 6-1 6-3 in the Ashkelon 25K round of 32 on hard. The upset overturned the form book — Natalie Cahana came in leading the head-to-head 1–0. Maria Fernanda Landa claimed a first win over Natalie Cahana in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-09-28 | Caracas 25K | QF | hard | Natalie Cahana | 6-0 6-1 |