Anna Chakvetadze defeated Iveta Benesova 6-4 6-3 in the San Diego round of 32 on hard. The result followed the form book — Anna Chakvetadze came in leading the head-to-head 3–1. Anna Chakvetadze extended the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-10-20 | Luxembourg | R16 | hard | Iveta Benesova | 6-2 6-4 |
| 2008-09-22 | Beijing | R32 | hard | Anna Chakvetadze | 6-4 7-5 |
| 2006-05-08 | Berlin | R64 | grass | Anna Chakvetadze | 6-1 6-3 |
| 2005-08-08 | Los Angeles | R32 | hard | Anna Chakvetadze | 7-5 4-6 6-4 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (199 vs 5). ATP, WTA & Challenger.