Gabriela Chmelinova defeated Petra Raclavska 5-7 6-2 6-3 in the Sofia 25K round of 32 on clay. The upset overturned the form book — Petra Raclavska came in leading the head-to-head 2–0. Gabriela Chmelinova claimed a first win over Petra Raclavska in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-02 | Torun 10K | SF | clay | Petra Raclavska | 6-3 7-5 |
| 1999-04-05 | Makarska 10K | R16 | clay | Petra Raclavska | 6-3 6-4 |