Anna Kournikova defeated Katarina Studenikova 1-6 6-4 6-0 in the Key Biscayne round of 32 on hard. The result followed the form book — Anna Kournikova came in leading the head-to-head 2–0. Anna Kournikova extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-05-25 | Roland Garros | R64 | clay | Anna Kournikova | 6-2 7-6(2) |
| 1998-01-19 | Australian Open | R128 | hard | Anna Kournikova | 6-2 6-1 |