Natalia Zvereva defeated Ann Grossman 6-4 7-6 in the US Open round of 32 on hard. The upset overturned the form book — Ann Grossman came in leading the head-to-head 1–0, defending last year's round of 16. Natalia Zvereva claimed a first win over Ann Grossman in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1991-05-27 | Roland Garros | R64 | clay | Ann Grossman | 4-6 6-1 6-4 |