Kaia Kanepi defeated Jelena Jankovic 6-2 7-6 in the US Open round of 32 on hard. Kaia Kanepi extended the head-to-head to 4–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2014-06-23 | Wimbledon | R128 | grass | Kaia Kanepi | 6-3 6-2 |
| 2012-04-09 | Copenhagen | QF | hard | Jelena Jankovic | 4-6 6-1 6-3 |
| 2011-02-14 | Dubai | R16 | hard | Jelena Jankovic | 2-6 6-3 7-5 |
| 2010-09-27 | Tokyo | R16 | hard | Kaia Kanepi | 6-4 6-4 |
| 2010-05-24 | Roland Garros | R64 | clay | Jelena Jankovic | 6-2 3-6 6-4 |
| 2009-02-16 | Dubai | R16 | hard | Kaia Kanepi | 6-2 7-5 |
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