Steffi Graf defeated Anna Kournikova 6-3 7-6 in the Roland Garros round of 16 on clay. The upset overturned the form book — Anna Kournikova came in leading the head-to-head 1–0, defending last year's round of 16. Steffi Graf claimed a first win over Anna Kournikova in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-06-15 | Eastbourne | QF | grass | Anna Kournikova | 6-7 6-3 6-4 |