Caroline Wozniacki defeated Jelena Jankovic 7-5 6-3 in the Dubai semi-final on hard. Caroline Wozniacki extended the head-to-head to 6–5.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2016-10-10 | Hong Kong | SF | hard | Caroline Wozniacki | 6-3 6-4 |
| 2014-03-03 | Indian Wells | R16 | hard | Jelena Jankovic | 6-3 6-1 |
| 2012-04-23 | Stuttgart | R32 | clay | Caroline Wozniacki | 6-3 1-0 RET |
| 2012-01-16 | Australian Open | R16 | hard | Caroline Wozniacki | 6-0 7-5 |
| 2011-05-09 | Rome | QF | clay | Caroline Wozniacki | 6-3 1-6 6-3 |
| 2011-04-04 | Charleston | SF | clay | Caroline Wozniacki | 6-4 6-4 |
| 2010-03-08 | Indian Wells | F | hard | Jelena Jankovic | 6-2 6-4 |
| 2009-10-26 | WTA Tour Championships | RR | carpet | Jelena Jankovic | 6-2 6-2 |
| 2008-08-25 | US Open | R16 | hard | Jelena Jankovic | 3-6 6-2 6-1 |
| 2008-06-23 | Wimbledon | R32 | grass | Jelena Jankovic | 2-6 6-4 6-2 |
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