Yordan Kanev defeated Nikola Ciric 5-7 6-1 6-4 in the Bulgaria 1 4 round of 32 on clay. The upset overturned the form book — Nikola Ciric came in leading the head-to-head 3–2. Yordan Kanev narrowed the head-to-head to 3–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-08-14 | Serbia & Montenegro F5 | R32 | clay | Nikola Ciric | 6-4 6-1 |
| 2006-06-19 | Serbia & Montenegro F1 | QF | clay | Yordan Kanev | 3-6 6-3 7-6(4) |
| 2004-06-14 | Serbia & Montenegro F2 | F | clay | Nikola Ciric | 6-4 6-7(1) 6-4 |
| 2003-07-28 | Serbia & Montenegro F6 | R16 | clay | Nikola Ciric | 7-6(5) 7-6(1) |
| 2002-05-06 | Bulgaria 1 3 | QF | clay | Yordan Kanev | 5-7 6-4 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.