Ilya Belyaev defeated Sergei Demekhine 6-3 6-0 in the Russia F8 qualifying round on clay. Ilya Belyaev extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-10-04 | Moscow | Q32 | hard | Ilya Belyaev | 6-1 5-7 6-4 |
| 2008-05-12 | Romania F3 | R32 | clay | Sergei Demekhine | 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.