Maria Kirilenko defeated Jelena Jankovic 6-2 3-6 7-5 in the San Diego round of 16 on hard. The upset overturned the form book — Jelena Jankovic came in leading the head-to-head 5–0, defending last year's round of 16, but Maria Kirilenko had been the form player, winning 2 of their last 4 on hard. Maria Kirilenko claimed a first win over Jelena Jankovic in six meetings, narrowing the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-08-10 | Cincinnati | R32 | hard | Jelena Jankovic | 7-6(6) 6-3 |
| 2008-05-12 | Rome | R16 | clay | Jelena Jankovic | 6-1 6-1 |
| 2008-05-05 | Berlin | R16 | grass | Jelena Jankovic | 6-2 6-4 |
| 2007-06-11 | Birmingham | R16 | grass | Jelena Jankovic | 3-6 6-3 7-5 |
| 2006-07-31 | San Diego | R64 | hard | Jelena Jankovic | 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 (200 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About