Nathalie Dechy defeated Ai Sugiyama 6-1 7-5 in the Eastbourne round of 16 on grass. The upset overturned the form book — Ai Sugiyama came in leading the head-to-head 6–1, defending last year's round of 16. Nathalie Dechy narrowed the head-to-head to 6–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-01-19 | Australian Open | R64 | hard | Ai Sugiyama | 1-6 6-1 6-3 |
| 2004-01-12 | Sydney | R32 | hard | Nathalie Dechy | 6-2 6-3 |
| 2003-06-23 | Wimbledon | R32 | grass | Ai Sugiyama | 6-4 6-4 |
| 2003-02-03 | Paris | R32 | carpet | Ai Sugiyama | 6-2 6-4 |
| 1999-08-09 | Manhattan Beach | R32 | hard | Ai Sugiyama | 6-2 6-3 |
| 1998-08-17 | Canadian Open | R64 | hard | Ai Sugiyama | 7-6 7-5 |
| 1998-05-18 | Strasbourg | R32 | clay | Ai Sugiyama | 1-6 6-4 6-3 |
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 (132 vs 172). ATP, WTA & Challenger.
Performance in the biggest moments — break points, deciding sets and tiebreaks (0–100, higher is better). About