Natalia Orlova defeated Corinna Dentoni 6-3 4-6 6-2 in the W15 Monastir 7 round of 16 on hard. The upset overturned the form book — Corinna Dentoni came in leading the head-to-head 1–0. Natalia Orlova claimed a first win over Corinna Dentoni in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-11-10 | Minsk 50K | R32 | hard | Corinna Dentoni | 6-1 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.