Ilia Kushev advanced when Dejan Petrovic retired 6-4 2-1 in the Serbia & Montenegro F3 qualifying round. Ilia Kushev extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-06-14 | Serbia & Montenegro F2 | R32 | clay | Ilia Kushev | 6-3 6-1 |
| 2003-08-11 | Serbia & Montenegro 1 4 | F | clay | Dejan Petrovic | 2-6 7-5 6-3 |
| 2003-06-23 | Serbia & Montenegro F3 | R16 | clay | Ilia Kushev | 7-6(4) 6-3 |