Ilya Lebedev defeated Vladzimir Kruk 6-1 6-3 in the Ukraine F3 round of 32 on hard. The result followed the form book — Ilya Lebedev came in leading the head-to-head 1–0. Ilya Lebedev extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-08-24 | Russia F6 | R32 | clay | Ilya Lebedev | 6-3 6-4 |