Rita Grande defeated Dominique Monami 1-6 6-2 7-5 in the Cardiff quarter-final on clay. The upset overturned the form book — Dominique Monami came in leading the head-to-head 2–0. Rita Grande claimed a first win over Dominique Monami in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-30 | US Open | R64 | hard | Dominique Monami | 6-3 6-3 |
| 1999-01-04 | Auckland | R32 | hard | Dominique Monami | 7-5 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.