Ansley Cargill defeated Adria Engel 6-4 6-3 in the College Park MD 25K round of 16 on hard. The result followed the form book — Ansley Cargill came in leading the head-to-head 2–0. Ansley Cargill extended the head-to-head to 3–0.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-08-02 | Harrisonburg 10K | QF | hard | Ansley Cargill | 6-1 3-6 6-3 |
| 1999-07-26 | Baltimore 10K | R32 | hard | Ansley Cargill | 4-6 6-4 6-0 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.