Ann Grossman defeated Mary Joe Fernandez 6-4 6-4 in the US Open round of 32 on hard. The upset overturned the form book — Mary Joe Fernandez came in leading the head-to-head 2–0. Ann Grossman claimed a first win over Mary Joe Fernandez in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1993-05-24 | Roland Garros | R64 | clay | Mary Joe Fernandez | 6-3 3-6 6-1 |
| 1990-05-28 | Roland Garros | R16 | clay | Mary Joe Fernandez | 6-3 6-2 |