Anastasia Myskina defeated Ai Sugiyama 6-4 6-3 in the WTA Tour Championships round robin on carpet. The upset overturned the form book — Ai Sugiyama came in leading the head-to-head 3–1. Anastasia Myskina narrowed the head-to-head to 3–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-02-27 | Doha | R16 | hard | Ai Sugiyama | 7-6(2) 6-7(6) 6-4 |
| 2002-06-17 | Eastbourne | R16 | grass | Anastasia Myskina | 7-5 7-6(3) |
| 2001-12-30 | Gold Coast | R16 | hard | Ai Sugiyama | 7-5 6-3 |
| 2001-06-25 | Wimbledon | R64 | grass | Ai Sugiyama | 2-6 6-4 6-3 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.