Angeles Montolio defeated Mariana Diaz Oliva 7-5 6-2 in the Madrid round of 32 on clay. The result followed the form book — Angeles Montolio came in leading the head-to-head 3–0, defending last year's quarter-final. Angeles Montolio extended the head-to-head to 4–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-04-30 | Bol | F | clay | Angeles Montolio | 3-6 6-2 6-4 |
| 2000-06-12 | Marseille 50K | SF | clay | Angeles Montolio | 6-3 6-3 |
| 1996-02-05 | Mar Del Plata 50K | R32 | clay | Angeles Montolio | 6-3 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.