Jana Novotna defeated Nathalie Dechy 5-7 6-2 6-3 in the Key Biscayne round of 32 on hard. The result followed the form book — Jana Novotna came in leading the head-to-head 2–0, defending last year's quarter-final. Jana Novotna extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-21 | Wimbledon | R16 | grass | Jana Novotna | 6-3 7-5 |
| 1998-06-15 | Eastbourne | R16 | grass | Jana Novotna | 6-2 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.