Alejandro Aguado, 22, was fatally shot just after midnight on May 28, 2019 while walking with two friends along the 606/Bloomingdale Trail near the 1800 block of North Monticello Avenue in Chicago’s Logan Square. Three males approached the group and asked about gang affiliation; when the friends denied any ties, gunfire erupted. Aguado was struck in the chest and back and later died at Norwegian Hospital. A 19-year-old woman was shot in the abdomen and taken to Mount Sinai in critical condition, and a 20-year-old man suffered a wound to his lower backside and was stabilized at Stroger Hospital.

Surveillance footage showed three suspects sprinting eastbound along the trail moments after the shooting. Detectives canvassed the area and released images asking the public to identify the three assailants. Family and friends said Aguado was from Portage, Indiana, and a young father; they memorialized his warmth and the way he moved between Northwest Indiana and Chicago’s Southeast Side. As of September 2025 the case remained open and no suspects had been named.