Darko Madjarovski defeated Grega Zemlja 4-6 6-4 6-4 in the Tunisia F6 qualifying round on hard. 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 |
| 2004-08-09 | Serbia & Montenegro F5 | R16 | clay | Darko Madjarovski | 6-1 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.