Chisayo Ito defeated Ayami Takase 6-0 6-2 in the Haibara 10K round of 32 on carpet. The upset overturned the form book — Ayami Takase came in leading the head-to-head 1–0. Chisayo Ito claimed a first win over Ayami Takase in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-06 | Ibaraki 2 10K | R16 | hard | Ayami Takase | 6-2 2-0 |