Conchita Martinez defeated Ann Grossman 6-2 6-2 in the Roland Garros round of 32 on clay. Conchita Martinez extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1996-05-27 | Roland Garros | R32 | clay | Conchita Martinez | 6-2 6-1 |
| 1992-08-31 | US Open | R128 | hard | Ann Grossman | 6-3 2-6 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.