Miljana Adanko defeated Karolina Jovanovic 6-1 6-3 in the Prokuplje 10K semi-final on clay. The upset overturned the form book — Karolina Jovanovic came in leading the head-to-head 2–0, but Miljana Adanko had been the form player, winning 7 of their last 10 on clay. Miljana Adanko claimed a first win over Karolina Jovanovic in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-10-16 | Dubrovnik 10K | R16 | clay | Karolina Jovanovic | 7-5 5-4 |
| 2004-10-11 | Herceg Novi 10K | QF | clay | Karolina Jovanovic | 6-2 2-6 6-3 |