Cara Black defeated Erika De Lone 6-1 6-4 in the Stanford round of 32 on hard. The result followed the form book — Cara Black came in leading the head-to-head 1–0, defending last year's round of 32. Cara Black extended the head-to-head to 2–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-01 | Quebec City | R32 | hard | Cara Black | 6-7 6-3 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.