Irina Spirlea defeated Chanda Rubin 1-6 7-6 7-6 in the Key Biscayne round of 16 on hard. The upset overturned the form book — Chanda Rubin came in leading the head-to-head 2–1. Irina Spirlea narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-07-26 | Stanford | R32 | hard | Chanda Rubin | 6-4 6-4 |
| 1998-10-20 | Kremlin Cup | R32 | carpet | Chanda Rubin | 6-2 6-3 |
| 1997-02-10 | Paris | R16 | carpet | Irina Spirlea | 6-3 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.