Ai Sugiyama defeated Natalia Zvereva 6-4 7-6 in the Kremlin Cup round of 32 on carpet. The upset overturned the form book — Natalia Zvereva came in leading the head-to-head 2–0. Ai Sugiyama claimed a first win over Natalia Zvereva in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-09-15 | Tokyo | R16 | hard | Natalia Zvereva | 6-2 6-3 |
| 1996-08-26 | US Open | R64 | hard | Natalia Zvereva | 4-6 6-4 6-3 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.