Monica Seles defeated Lindsay Davenport 3-6 7-6 6-3 in the WTA Tour Championships round of 16 on carpet. The upset overturned the form book — Lindsay Davenport came in leading the head-to-head 10–1, defending last year's final. Monica Seles narrowed the head-to-head to 10–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2003-01-27 | Tokyo | F | hard | Lindsay Davenport | 6-7(6) 6-1 6-2 |
| 2001-08-06 | Los Angeles | F | hard | Lindsay Davenport | 6-3 7-5 |
| 2001-07-23 | Stanford | SF | hard | Lindsay Davenport | 6-4 6-2 |
| 2000-07-24 | Stanford | SF | hard | Lindsay Davenport | 7-5 7-6(2) |
| 2000-06-26 | Wimbledon | QF | grass | Lindsay Davenport | 6-7 6-4 6-0 |
| 2000-02-28 | Scottsdale | QF | hard | Lindsay Davenport | 6-4 6-4 |
| 1999-09-20 | Tokyo | F | hard | Lindsay Davenport | 7-5 7-6 |
| 1998-11-09 | Philadelphia | SF | carpet | Lindsay Davenport | 6-3 6-3 |
| 1998-08-10 | Manhattan Beach | SF | hard | Lindsay Davenport | 6-4 6-2 |
| 1998-08-03 | San Diego | SF | hard | Lindsay Davenport | 6-4 2-6 7-5 |
| 1997-08-04 | Manhattan Beach | F | hard | Monica Seles | 5-7 7-5 6-4 |
Averages from each player's recent completed matches (1 vs 20). ATP, WTA & Challenger.