Mikhail Ledovskikh defeated Sergei Demekhine 6-7 6-2 6-2 in the Russia F2 round of 32 on hard. Mikhail Ledovskikh extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2004-08-09 | Russia F1 | R16 | clay | Mikhail Ledovskikh | 6-3 7-5 |
| 2003-08-11 | Russia F1 | R32 | clay | Sergei Demekhine | 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.