Ilya Belyaev advanced when Denys Molchanov retired 3-6 6-3 in the Spain F20 qualifying round. Ilya Belyaev extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-03-22 | Kazakhstan F2 | R16 | hard | Ilya Belyaev | 6-3 6-3 |
| 2008-06-16 | Ukraine F3 | SF | clay | Denys Molchanov | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.