Anna Kournikova defeated Radka Bobkova 6-3 6-4 in the US Open round of 64 on hard. The result followed the form book — Anna Kournikova came in leading the head-to-head 1–0, defending last year's round of 64. Anna Kournikova extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-05-11 | Berlin | R64 | grass | Anna Kournikova | 6-2 6-1 |