Anna Kournikova defeated Nicole Pratt 6-0 7-5 in the Amelia Island round of 16 on clay. The result followed the form book — Anna Kournikova came in leading the head-to-head 2–1, defending last year's semi-final. Anna Kournikova extended the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2001-07-30 | San Diego | R32 | hard | Nicole Pratt | 6-7(1) 6-1 6-3 |
| 2000-11-04 | Philadelphia | R16 | carpet | Anna Kournikova | 6-0 6-2 |
| 2000-01-31 | Tokyo | R16 | hard | Anna Kournikova | 6-2 1-6 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.