Jana Novotna defeated Venus Williams 7-5 7-6 in the Wimbledon quarter-final on grass. The result followed the form book — Jana Novotna came in leading the head-to-head 2–1, defending last year's final. Jana Novotna extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-03-18 | Key Biscayne | QF | hard | Venus Williams | 5-7 6-2 6-3 |
| 1999-02-15 | Hanover | F | carpet | Jana Novotna | 6-4 6-4 |
| 1997-10-27 | Kremlin Cup | QF | carpet | Jana Novotna | 7-5 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.