Martina Hingis defeated Chanda Rubin 6-3 6-1 in the Canadian Open round of 16 on hard. The result followed the form book — Martina Hingis came in leading the head-to-head 7–1, defending last year's semi-final. Martina Hingis extended the head-to-head to 8–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-08-07 | Los Angeles | R16 | hard | Martina Hingis | 5-7 7-5 6-1 |
| 2000-05-29 | Roland Garros | QF | clay | Martina Hingis | 6-1 6-3 |
| 2000-02-28 | Scottsdale | R16 | hard | Martina Hingis | 6-3 6-3 |
| 2000-01-31 | Tokyo | SF | hard | Martina Hingis | 7-6(2) 6-4 |
| 1999-11-08 | Philadelphia | R16 | carpet | Martina Hingis | 6-3 6-0 |
| 1999-08-02 | San Diego | R16 | hard | Martina Hingis | 7-5 6-3 |
| 1999-03-05 | Indian Wells | QF | hard | Chanda Rubin | 6-3 7-6 |
| 1998-03-19 | Key Biscayne | R64 | hard | Martina Hingis | 6-1 6-0 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. About
Averages over each player's completed matches in the selected window (84 vs 22). ATP, WTA & Challenger.