Leonid Sheyngezikht defeated Diego Fernandez Flores 6-7 6-0 10-7 in the M25 Valencia 1 q16 on clay. The upset overturned the form book — Diego Fernandez Flores came in ranked #1092, leading the head-to-head 2–0. Leonid Sheyngezikht claimed a first win over Diego Fernandez Flores in three meetings, narrowing the head-to-head to 2–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2025-11-19 | M15 Alcala de Henares 1 | R32 | hard | Diego Fernandez Flores | 7-6(2) 7-6(5) |
| 2025-03-20 | M25 Badalona 1 | R32 | clay | Diego Fernandez Flores | 2-6 6-2 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.