Nadejda Ostrovskaya defeated Kirsten Flipkens 6-2 3-6 6-3 in the Catania 25K round of 16 on clay. The upset overturned the form book — Kirsten Flipkens came in leading the head-to-head 1–0. Nadejda Ostrovskaya claimed a first win over Kirsten Flipkens in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-10-27 | Nottingham 25K | R16 | hard | Kirsten Flipkens | 7-6(5) 3-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.