Arantxa Sanchez Vicario defeated Magdalena Maleeva 6-1 6-4 in the Montreal quarter-final on hard. The upset overturned the form book — Magdalena Maleeva came in leading the head-to-head 2–0. Arantxa Sanchez Vicario claimed a first win over Magdalena Maleeva in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-10-08 | Filderstadt | R32 | hard | Magdalena Maleeva | 7-5 7-5 |
| 2000-10-21 | Moscow | R16 | hard | Magdalena Maleeva | 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.