Irina Spirlea defeated Anna Kournikova 6-1 3-6 6-3 in the US Open round of 64 on hard. Irina Spirlea extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-02-07 | Paris | QF | carpet | Anna Kournikova | 4-6 6-4 6-2 |
| 1999-10-25 | Linz | R16 | hard | Irina Spirlea | 6-0 0-6 6-1 |