Karina Habsudova defeated Magdalena Maleeva 0-6 7-5 6-1 in the US Open round of 32 on hard. The upset overturned the form book — Magdalena Maleeva came in leading the head-to-head 2–1. Karina Habsudova narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-10-27 | Kremlin Cup | R32 | carpet | Karina Habsudova | 6-1 6-3 |
| 1997-08-11 | Canadian Open | R64 | hard | Magdalena Maleeva | 6-3 6-3 |
| 1997-02-17 | Hanover | R16 | carpet | Magdalena Maleeva | 0-6 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.