Sandra Kleinova defeated Angeles Montolio 7-6 6-1 in the Moscow round of 32 on hard. The upset overturned the form book — Angeles Montolio came in leading the head-to-head 3–0. Sandra Kleinova claimed a first win over Angeles Montolio in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-07-16 | Knokke-Heist | R32 | clay | Angeles Montolio | 6-3 6-2 |
| 2000-05-01 | Bol | R32 | clay | Angeles Montolio | 6-3 6-3 |
| 2000-03-10 | Indian Wells | R128 | hard | Angeles Montolio | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.