Serena Williams defeated Steffi Graf 6-3 3-6 7-5 in the Indian Wells final on hard. The upset overturned the form book — Steffi Graf came in leading the head-to-head 1–0, defending last year's semi-final. Serena Williams claimed a first win over Steffi Graf in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-01-11 | Sydney | R16 | hard | Steffi Graf | 6-2 3-6 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.