Nenad Zimonjic defeated Mihail Kanev 6-3 6-1 in the Bulgaria Macedonia Masters 3 qualifying round on clay. Nenad Zimonjic extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-05-31 | Yugoslavia Macedonia Masters 1 | QF | clay | Mihail Kanev | 7-5 7-6 |
| 1995-05-13 | Bulgaria Macedonia Masters 3 | R32 | clay | Nenad Zimonjic | 6-4 3-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.