Silvia Farina Elia defeated Jana Novotna 6-3 6-4 in the Filderstadt round of 32 on hard. The upset overturned the form book — Jana Novotna came in leading the head-to-head 4–0, defending last year's round of 16. Silvia Farina Elia claimed a first win over Jana Novotna in five meetings, narrowing the head-to-head to 4–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-03-29 | Hilton Head | R16 | clay | Jana Novotna | 5-7 7-5 6-3 |
| 1998-08-17 | Canadian Open | R16 | hard | Jana Novotna | 6-1 6-4 |
| 1998-02-23 | Linz | SF | hard | Jana Novotna | 6-4 6-1 |
| 1997-02-10 | Linz | R16 | hard | Jana Novotna | 6-4 1-6 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.