Katie Obrien defeated Sara Del Barrio Aragon 6-4 6-1 in the Madrid 25K round of 16 on hard. Katie Obrien extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-09-15 | Madrid 25K | R32 | hard | Sara Del Barrio Aragon | 6-1 6-3 |
| 2006-05-22 | La Palma 25K | R32 | hard | Katie Obrien | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.