Anna Chakvetadze defeated Venus Williams 6-7 7-6 6-2 in the San Diego quarter-final on hard. The upset overturned the form book — Venus Williams came in leading the head-to-head 3–0, but Anna Chakvetadze had been the form player, winning 2 of their last 7 on hard. Anna Chakvetadze claimed a first win over Venus Williams in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-05-04 | Rome | R16 | clay | Venus Williams | 6-0 6-7(8) 6-4 |
| 2007-07-14 | Fed Cup WG SF: USA vs RUS | RR | hard | Venus Williams | 6-1 6-4 |
| 2005-05-16 | Istanbul | QF | clay | Venus Williams | 6-2 6-1 |
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 (194 vs 199). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About