Ignacio Hirigoyen defeated Zack Fleishman 6-2 6-3 in the USA F6 round of 16 on hard. The upset overturned the form book — Zack Fleishman came in leading the head-to-head 1–0, but Ignacio Hirigoyen had been the form player, winning 4 of their last 7 on hard. Ignacio Hirigoyen claimed a first win over Zack Fleishman in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-11-08 | USA F18 | QF | hard | Zack Fleishman | 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.