Darko Madjarovski defeated Viktor Troicki 6-2 6-2 in the Serbia & Montenegro F1 round of 16 on clay. Darko Madjarovski extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2005-06-13 | Serbia & Montenegro F2 | R32 | clay | Viktor Troicki | 4-6 7-6(5) 6-2 |
| 2004-11-29 | Tunisia F6 | R32 | hard | Darko Madjarovski | 7-5 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.