Iva Majoli defeated Ai Sugiyama 6-3 3-6 6-3 in the Key Biscayne round of 32 on hard. Iva Majoli extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-02-15 | Hanover | R32 | carpet | Ai Sugiyama | 2-6 7-5 6-3 |
| 1997-01-28 | Tokyo | R16 | hard | Iva Majoli | 7-5 7-5 |
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 (4 vs 172). ATP, WTA & Challenger.