Jill Craybas defeated Iveta Benesova 6-4 6-1 in the Acapulco quarter-final on hard. The upset overturned the form book — Iveta Benesova came in leading the head-to-head 2–1, defending last year's round of 32, but Jill Craybas had been the form player, winning 1 of their last 4 on hard. Jill Craybas narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2010-03-01 | Monterrey | R32 | hard | Iveta Benesova | 3-6 6-2 6-1 |
| 2006-08-28 | US Open | R128 | hard | Jill Craybas | 6-2 6-0 |
| 2003-10-27 | Quebec City | R32 | hard | Iveta Benesova | 7-6(1) 4-6 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 (143 vs 5). ATP, WTA & Challenger.