Monica Seles defeated Ai Sugiyama 6-4 6-3 in the San Diego quarter-final on hard. The result followed the form book — Monica Seles came in leading the head-to-head 8–0, defending last year's final. Monica Seles extended the head-to-head to 9–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-01-27 | Tokyo | R16 | hard | Monica Seles | 7-5 5-7 6-1 |
| 2002-06-24 | Wimbledon | R32 | grass | Monica Seles | 4-6 6-1 6-4 |
| 2002-03-06 | Indian Wells | R16 | hard | Monica Seles | 6-0 6-1 |
| 2001-10-01 | Japan Open | SF | hard | Monica Seles | 7-5 6-4 |
| 1999-09-20 | Tokyo | SF | hard | Monica Seles | 6-3 7-6 |
| 1999-08-30 | US Open | R32 | hard | Monica Seles | 6-2 6-3 |
| 1998-11-09 | Philadelphia | R16 | carpet | Monica Seles | 6-3 7-5 |
| 1997-07-28 | San Diego | R16 | hard | Monica Seles | 6-4 6-4 |
Each player's serve crossed against the other's return, converted to expected hold of serve. Recent completed matches, ATP, WTA & Challenger. Small sample — read as indicative. About
Averages over each player's completed matches in the selected window (1 vs 172). ATP, WTA & Challenger.