Ana Ivanovic defeated Venus Williams 7-6 6-2 in the Beijing round of 32 on hard. The upset overturned the form book — Venus Williams came in leading the head-to-head 9–2, defending last year's round of 16. Ana Ivanovic narrowed the head-to-head to 9–3.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2014-02-17 | Dubai | R16 | hard | Venus Williams | 6-2 6-1 |
| 2013-12-30 | Auckland | F | hard | Ana Ivanovic | 6-2 5-7 6-4 |
| 2012-03-19 | Miami | R16 | hard | Venus Williams | 6-7(4) 6-2 6-2 |
| 2011-06-13 | Eastbourne | R16 | grass | Venus Williams | 6-3 6-2 |
| 2009-06-22 | Wimbledon | R16 | grass | Venus Williams | 6-1 0-1 RET |
| 2008-10-13 | Zurich | SF | hard | Venus Williams | 4-6 6-3 6-4 |
| 2008-01-14 | Australian Open | QF | hard | Ana Ivanovic | 7-6(3) 6-4 |
| 2007-08-27 | US Open | R16 | hard | Venus Williams | 6-4 6-2 |
| 2007-06-25 | Wimbledon | SF | grass | Venus Williams | 6-2 6-4 |
| 2006-09-25 | Luxembourg | R32 | hard | Venus Williams | 6-3 6-4 |
| 2004-10-18 | Zurich | R16 | hard | Venus Williams | 7-6(11) 7-6(6) |
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 (66 vs 199). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About