Magdalena Grzybowska defeated Jana Nejedly 6-1 6-4 in the US Open round of 128 on hard. The upset overturned the form book — Jana Nejedly came in leading the head-to-head 1–0, defending last year's round of 128. Magdalena Grzybowska claimed a first win over Jana Nejedly in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-13 | Hopewell Junction 25K | QF | hard | Jana Nejedly | 4-6 6-3 6-3 |