Christina Papadaki defeated Elena Tatarkova 7-6 6-3 in the Rome round of 64 on clay. The upset overturned the form book — Elena Tatarkova came in leading the head-to-head 1–0. Christina Papadaki claimed a first win over Elena Tatarkova in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-07 | Birmingham | R64 | grass | Elena Tatarkova | 6-0 4-6 7-5 |