Christopher Diaz Figueroa defeated Maciek Sykut 7-6 6-2 in the Guatemala F1 round of 16 on hard. The upset overturned the form book — Maciek Sykut came in leading the head-to-head 2–1, but Christopher Diaz Figueroa had been the form player, winning 4 of their last 6 on hard. Christopher Diaz Figueroa narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-11-02 | Mexico F14 | R32 | clay | Maciek Sykut | 6-7(4) 6-4 6-4 |
| 2009-08-10 | Ecuador F2 | R32 | clay | Maciek Sykut | 6-1 6-2 |
| 2009-07-20 | Venezuela F5 | R32 | hard | Christopher Diaz Figueroa | 6-3 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.