Anna Kournikova defeated Anne Gaelle Sidot 7-6 6-2 in the Tokyo quarter-final on hard. Anna Kournikova extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-06-26 | Wimbledon | R64 | grass | Anne Gaelle Sidot | 6-3 6-4 |
| 2000-01-31 | Tokyo | R32 | hard | Anna Kournikova | 6-3 6-2 |