Steffi Graf defeated Mary Joe Fernandez 6-1 7-6 in the Roland Garros round of 16 on clay. The result followed the form book — Steffi Graf came in leading the head-to-head 4–0, defending the title. Steffi Graf extended the head-to-head to 5–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-01-18 | Australian Open | R32 | hard | Steffi Graf | 4-6 6-3 6-4 |
| 1998-11-09 | Philadelphia | R32 | carpet | Steffi Graf | 6-3 7-6 |
| 1998-07-27 | Stanford | R16 | hard | Steffi Graf | 6-4 6-0 |
| 1993-05-24 | Roland Garros | F | clay | Steffi Graf | 4-6 6-2 6-4 |