Dmitry Tursunov defeated Rafael De Mesa 6-4 6-2 in the USA F28 semi-final on hard. The upset overturned the form book — Rafael De Mesa came in leading the head-to-head 2–0, but Dmitry Tursunov had been the form player, winning 3 of their last 4 on hard. Dmitry Tursunov claimed a first win over Rafael De Mesa in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-09-11 | USA 2 | R32 | hard | Rafael De Mesa | 6-4 3-6 6-1 |
| 1999-11-29 | USA F21 | R64 | hard | Rafael De Mesa | 6-3 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.