Andrea Masarykova defeated Ana Timotic 6-3 6-3 in the Pec 10K round of 32 on clay. The upset overturned the form book — Ana Timotic came in leading the head-to-head 2–0. Andrea Masarykova claimed a first win over Ana Timotic in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-04-02 | Athens 1 10K | R32 | clay | Ana Timotic | 6-0 6-1 |
| 1999-09-06 | Zadar 10K | R16 | clay | Ana Timotic | 6-4 6-1 |