Ai Sugiyama defeated Martina Hingis 7-5 3-6 6-4 in the Wimbledon round of 32 on grass. The upset overturned the form book — Martina Hingis came in leading the head-to-head 5–0. Ai Sugiyama claimed a first win over Martina Hingis in six meetings, narrowing the head-to-head to 5–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-07-30 | San Diego | QF | hard | Martina Hingis | 6-3 6-4 |
| 2001-01-29 | Tokyo | QF | hard | Martina Hingis | 6-0 5-7 6-2 |
| 2000-03-10 | Indian Wells | R32 | hard | Martina Hingis | 6-1 6-2 |
| 1999-02-02 | Tokyo | R16 | hard | Martina Hingis | 3-6 6-1 6-2 |
| 1998-08-17 | Canadian Open | R16 | hard | Martina Hingis | 6-3 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 (141 vs 83). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About