Samantha Smith defeated Francesca Lubiani 6-4 6-2 in the Rockford 25K semi-final on hard. The upset overturned the form book — Francesca Lubiani came in leading the head-to-head 1–0. Samantha Smith claimed a first win over Francesca Lubiani in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-02-15 | Midland 25K | R32 | hard | Francesca Lubiani | 7-6 6-0 |