Sara Del Barrio Aragon defeated Katie Obrien 6-1 6-3 in the Madrid 25K round of 32 on hard. The upset overturned the form book — Katie Obrien came in leading the head-to-head 2–0. Sara Del Barrio Aragon claimed a first win over Katie Obrien in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-05-22 | La Palma 25K | R32 | hard | Katie Obrien | 6-2 6-4 |
| 2005-09-05 | Madrid 25K | R16 | hard | Katie Obrien | 6-4 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.