Jill Craybas defeated Francesca Lubiani 6-3 6-2 in the Oklahoma q16 on hard. The upset overturned the form book — Francesca Lubiani came in leading the head-to-head 1–0, defending last year's round of 16, but Jill Craybas had been the form player, winning 2 of their last 4 on hard. Jill Craybas claimed a first win over Francesca Lubiani in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-02-21 | Oklahoma | Q32 | hard | Francesca Lubiani | 6-3 7-6(3) |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.