Chanda Rubin defeated Sarah Pitkowski Malcor 7-5 6-3 in the Eastbourne round of 32 on grass. The result followed the form book — Chanda Rubin came in leading the head-to-head 3–0, defending last year's round of 32. Chanda Rubin extended the head-to-head to 4–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-16 | Canadian Open | R64 | hard | Chanda Rubin | 6-2 6-3 |
| 1999-01-11 | Hobart | QF | hard | Chanda Rubin | 4-6 6-1 6-4 |
| 1997-10-20 | Quebec City | R32 | hard | Chanda Rubin | 7-5 6-7 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.