Aaron Marchetti defeated Mark Loughrin 3-6 6-1 6-2 in the USA F18 round of 64 on hard. The upset overturned the form book — Mark Loughrin came in leading the head-to-head 1–0. Aaron Marchetti claimed a first win over Mark Loughrin in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1999-09-10 | USA 2 Masters 4 | R64 | hard | Mark Loughrin | 7-5 3-0 |