Kepler Orellana defeated Michael Hill 6-7 6-2 7-6 in the Mexico 1 Masters 2 qualifying round on hard. The upset overturned the form book — Michael Hill came in leading the head-to-head 1–0, but Kepler Orellana had been the form player, winning 2 of their last 6 on hard. Kepler Orellana claimed a first win over Michael Hill in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1997-03-08 | Mexico 1 Masters 1 | R32 | hard | Michael Hill | 4-6 6-3 6-2 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.