Aleksandra Srndovic defeated Shelley Bryce 7-5 5-7 6-3 in the Chieti 10K round of 16 on clay. The upset overturned the form book — Shelley Bryce came in leading the head-to-head 1–0. Aleksandra Srndovic claimed a first win over Shelley Bryce in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-02 | Torun 10K | R32 | clay | Shelley Bryce | 6-1 2-6 6-1 |