Lindsay Davenport defeated Karina Habsudova 2-6 6-0 9-7 in the Australian Open round of 64 on hard. The result followed the form book — Lindsay Davenport came in leading the head-to-head 2–0, defending last year's round of 16. Lindsay Davenport extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-21 | Wimbledon | R64 | grass | Lindsay Davenport | 6-2 6-2 |
| 1999-01-18 | Australian Open | R32 | hard | Lindsay Davenport | 6-0 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.