Magdalena Maleeva defeated Anna Kournikova 6-2 6-4 in the Luxembourg semi-final on hard. The upset overturned the form book — Anna Kournikova came in leading the head-to-head 1–0. Magdalena Maleeva claimed a first win over Anna Kournikova in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-30 | Leipzig | QF | carpet | Anna Kournikova | 6-4 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.