Anke Huber defeated Cara Black 6-1 6-1 in the Luxembourg round of 16 on hard. The upset overturned the form book — Cara Black came in leading the head-to-head 1–0, but Anke Huber had been the form player, winning 3 of their last 6 on hard. Anke Huber claimed a first win over Cara Black in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-03-05 | Indian Wells | R64 | hard | Cara Black | 4-6 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.