Darko Madjarovski defeated Grega Zemlja 6-1 6-1 in the Serbia & Montenegro F5 round of 16 on clay. Darko Madjarovski extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-10-17 | France F18 | R32 | hard | Grega Zemlja | 6-3 6-7(2) 6-4 |
| 2004-11-29 | Tunisia F6 | QF | hard | Darko Madjarovski | 4-6 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.