Nathalie Tauziat defeated Anna Kournikova 7-6 7-5 in the Leipzig quarter-final on carpet. The result followed the form book — Nathalie Tauziat came in defending last year's final. Nathalie Tauziat extended the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-21 | Moscow | SF | hard | Anna Kournikova | 6-2 6-1 |
| 2000-07-31 | San Diego | QF | hard | Anna Kournikova | 2-6 6-4 7-5 |
| 2000-02-07 | Paris | SF | carpet | Nathalie Tauziat | 7-6(6) 2-6 6-4 |
| 1999-06-14 | Eastbourne | SF | grass | Nathalie Tauziat | 6-4 4-6 8-6 |