Oscar Burrieza defeated Adrian Menendez Maceiras 6-1 6-3 in the Spain F23 qualifying round on hard. The upset overturned the form book — Adrian Menendez Maceiras came in leading the head-to-head 1–0. Oscar Burrieza claimed a first win over Adrian Menendez Maceiras in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2006-06-19 | Spain F20 | QF | hard | Adrian Menendez Maceiras | 6-4 6-1 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.