Serena Williams defeated Jelena Jankovic 6-7 6-3 6-2 in the San Diego round of 32 on hard. The result followed the form book — Serena Williams came in leading the head-to-head 9–4. Serena Williams extended the head-to-head to 10–4.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2014-08-11 | Cincinnati | QF | hard | Serena Williams | 6-1 6-3 |
| 2014-02-17 | Dubai | QF | hard | Serena Williams | 6-2 6-2 |
| 2013-10-21 | WTA Championships | SF | hard | Serena Williams | 6-4 2-6 6-4 |
| 2013-09-30 | Beijing | F | hard | Serena Williams | 6-2 6-2 |
| 2013-04-01 | Charleston | F | clay | Serena Williams | 3-6 6-0 6-2 |
| 2012-07-30 | Olympics | R64 | hard | Serena Williams | 6-3 6-1 |
| 2010-05-03 | Rome | SF | clay | Jelena Jankovic | 4-6 6-3 7-6(5) |
| 2008-08-25 | US Open | F | hard | Serena Williams | 6-4 7-5 |
| 2008-03-24 | Miami | F | hard | Serena Williams | 6-1 5-7 6-3 |
| 2008-01-14 | Australian Open | QF | hard | Jelena Jankovic | 6-3 6-4 |
| 2007-01-15 | Australian Open | R16 | hard | Serena Williams | 6-3 6-2 |
| 2006-08-07 | Los Angeles | SF | hard | Jelena Jankovic | 6-4 6-3 |
| 2005-02-28 | Dubai | SF | hard | Jelena Jankovic | 6-0 4-3 RET |
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 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About