Martina Hingis defeated Dominique Monami 6-2 7-6 in the San Diego round of 16 on hard. The result followed the form book — Martina Hingis came in leading the head-to-head 4–1, defending the title. Martina Hingis extended the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-10-02 | Filderstadt | QF | hard | Martina Hingis | 6-2 6-1 |
| 2000-01-07 | Sydney | QF | hard | Martina Hingis | 6-1 RET |
| 1999-08-02 | San Diego | QF | hard | Martina Hingis | 6-2 6-4 |
| 1999-01-11 | Sydney | QF | hard | Martina Hingis | 6-2 6-0 |
| 1998-10-05 | Filderstadt | QF | hard | Dominique Monami | 6-3 6-7 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.