Anna Kournikova defeated Barbara Rittner 6-3 6-1 in the Australian Open round of 16 on hard. The result followed the form book — Anna Kournikova came in leading the head-to-head 2–0, defending last year's round of 16. Anna Kournikova extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-02-23 | Linz | R16 | hard | Anna Kournikova | 6-3 6-4 |
| 1997-06-23 | Wimbledon | R64 | grass | Anna Kournikova | 4-6 7-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.