Anna Chakvetadze advanced past Maria Sharapova via walkover in the Moscow quarter-final. Anna Chakvetadze claimed a first win over Maria Sharapova in eight meetings, narrowing the head-to-head to 7–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2011-06-20 | Wimbledon | R128 | grass | Maria Sharapova | 6-2 6-1 |
| 2007-11-05 | WTA Tour Championships | SF | carpet | Maria Sharapova | 6-2 6-2 |
| 2007-07-30 | San Diego | SF | hard | Maria Sharapova | 6-3 6-2 |
| 2007-05-28 | Roland Garros | QF | clay | Maria Sharapova | 6-3 6-4 |
| 2007-01-15 | Australian Open | QF | hard | Maria Sharapova | 7-6(5) 7-5 |
| 2005-08-08 | Los Angeles | R16 | hard | Maria Sharapova | 4-6 6-4 7-5 |
| 2005-05-23 | Roland Garros | R32 | clay | Maria Sharapova | 6-1 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 198). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About