Chanda Rubin defeated Kristie Boogert 6-4 7-5 in the Auckland round of 16 on hard. The upset overturned the form book — Kristie Boogert came in defending last year's round of 32. Chanda Rubin extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-01-07 | Canberra | R32 | hard | Chanda Rubin | 6-4 7-6(7) |
| 1999-06-21 | Wimbledon | R128 | grass | Kristie Boogert | 6-4 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.