Chicago

South Side Freight Train AC Caper Ends With Two Nabbed, One On The Run

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Published on June 05, 2026
South Side Freight Train AC Caper Ends With Two Nabbed, One On The RunSource: Unsplash/Michael Förtsch

Two men were arrested last week after deputies and railroad police said they caught them in the middle of a portable air-conditioning heist from a freight train on Chicago's South Side. Sheriff’s deputies recovered a dozen portable AC units worth about $2,400 after railroad-operated drones spotted three people breaking into cargo containers in the early hours of last Thursday near the 7500 block of South Ashland Avenue in the Gresham neighborhood. Two suspects were detained nearby while a third took off into the night.

How the sting unfolded

According to FOX 32 Chicago, sheriff’s deputies were teaming up with Norfolk Southern Railroad Police on a cargo theft prevention detail when railroad drones, already in the air, allegedly caught three people opening containers at about 12:50 a.m. Officers moved in and arrested 32-year-old Emmanuel Warner of Dolton and 31-year-old Jonathan Conway of Chicago after they ran from the scene. The AC units were recovered near the tracks. The third person seen on drone footage has not been located, and the investigation is still active.

Why rail cargo theft is on law enforcement's radar

Local reporting and federal testimony indicate that cargo theft from trains has been on the rise, which has pushed railroads and law enforcement into more joint operations and more technology-driven surveillance. Recent coverage has documented similar drone-led arrests on the South Side, while Congressional records and industry testimony warn of tens of thousands of rail-related thefts nationwide and press for better coordination between agencies and carriers. Those trends help explain why sheriff’s police and railroad police were running a cargo-theft detail the night Warner and Conway were arrested.

Charges, law, and next steps

Cook County prosecutors have charged Warner and Conway with felony burglary and misdemeanor trespassing on railroad property, and both were ordered released after their first court appearances, FOX 32 Chicago reports. Under Illinois law, a person who enters or remains in a railroad car with intent to commit theft can be charged with burglary, a felony under 720 ILCS 5/19-1, which treats railroad cars and freight containers as protected structures. Authorities are asking anyone with footage or tips to contact sheriff’s detectives as the probe continues.