Natalia Guitler defeated Jessica Orselli 5-7 6-1 6-1 in the Luque 10K round of 16 on clay. The upset overturned the form book — Jessica Orselli came in leading the head-to-head 1–0, but Natalia Guitler had been the form player, winning 3 of their last 7 on clay. Natalia Guitler claimed a first win over Jessica Orselli in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-10-16 | Santiago 10K | R32 | clay | Jessica Orselli | 6-3 6-2 |