Anna Kournikova defeated Kim Clijsters 6-7 6-3 6-1 in the Luxembourg quarter-final on hard. The upset overturned the form book — Kim Clijsters came in leading the head-to-head 3–0, defending the title. Anna Kournikova claimed a first win over Kim Clijsters in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-10-22 | Luxembourg | QF | hard | Kim Clijsters | 7-5 7-6 |
| 2000-10-30 | Leipzig | SF | carpet | Kim Clijsters | 6-2 6-3 |
| 2000-10-02 | Filderstadt | R32 | hard | Kim Clijsters | 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.