Ivan Cerovic defeated Darko Madjarovski 6-3 6-2 in the Croatia F5 semi-final on clay. The upset overturned the form book — Darko Madjarovski came in leading the head-to-head 1–0. Ivan Cerovic claimed a first win over Darko Madjarovski in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-29 | Bosnia & Herzegovina F7 | R16 | clay | Darko Madjarovski | 6-3 4-6 6-4 |