Kristina Kraszewski defeated Milagros Sequera 5-7 7-5 6-1 in the Winnipeg 25K semi-final on hard. The upset overturned the form book — Milagros Sequera came in leading the head-to-head 1–0. Kristina Kraszewski claimed a first win over Milagros Sequera in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-06-28 | Montreal 10K | QF | hard | Milagros Sequera | 6-0 6-7 7-5 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.