Ivan Cerovic defeated Matwe Middelkoop 6-1 6-2 in the Netherlands Antillies F1 round of 16 on hard. The result followed the form book — Ivan Cerovic came in leading the head-to-head 1–0. Ivan Cerovic extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-03-27 | Portugal F3 | R16 | hard | Ivan Cerovic | 6-3 2-6 7-6(5) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.