Ai Sugiyama defeated Flavia Pennetta 7-6 6-1 in the Zurich round of 16 on hard. The result followed the form book — Ai Sugiyama came in defending last year's round of 16. Ai Sugiyama extended the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2008-07-21 | Los Angeles | R16 | hard | Flavia Pennetta | 7-6(5) 6-3 |
| 2008-06-23 | Wimbledon | R64 | grass | Ai Sugiyama | 7-6(5) 2-6 6-2 |
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 (160 vs 200). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About