
Bold First Strike Shocks Old Town (Image Credits: Pexels)
Chicago – Marcus Montgomery, a 40-year-old man with six prior felony convictions, faced justice last week when a Cook County judge imposed concurrent 15-year prison terms for two armed carjackings committed within minutes of each other. The incidents occurred on December 7, 2024, first in the Old Town area and then outside a now-closed migrant shelter known as the Salt Shed. Prosecutors highlighted the brazen nature of the attacks, which involved a firearm and unfolded in broad daylight. Montgomery’s guilty plea brought a swift end to the case, underscoring the consequences for repeat offenders in the city.
Bold First Strike Shocks Old Town
Around noon, Montgomery targeted a 59-year-old woman from New Berlin as she unloaded items from her 2020 Subaru SUV in the 1400 block of North Cleveland Avenue. He approached her directly, displayed a firearm, and demanded, “Give me your keys.” She complied, and he drove off with the vehicle, leaving her purse behind.
The theft set off immediate alerts in the neighborhood, known for its mix of historic buildings and bustling streets. Police responded quickly, but Montgomery had already moved on to his next target just minutes later. The proximity of the crimes – spanning less than 30 minutes – demonstrated a calculated, opportunistic approach.
Second Attack Escalates at Migrant Shelter Parking Lot
In the parking lot at 1308 North Elston Avenue, home to the shuttered Salt Shed migrant shelter, Montgomery knocked on the window of a red Ford Mustang owned by a 33-year-old man from Calumet City. He brandished his gun again and shouted, “Open the door or I’m going to shoot you!” The victim handed over his phone, key fob, credit card, and a personal check before fleeing on foot.
Montgomery sped away in the Mustang, parking it across the street shortly after. He then walked back to the area driving the stolen Subaru and robbed two migrants working nearby – men aged 24 and 34 – of their wallets, keys, belts, car titles, and phones. No injuries occurred in any of the encounters, but the victims’ quick actions proved pivotal.
Swift Arrest at the Scene
The two migrants spotted Montgomery lingering near the Mustang and alerted officers investigating the second carjacking. Police detained him immediately. A search revealed a loaded handgun in his jacket pocket, along with all the stolen property recovered from his backpack. At the station, authorities found the second victim’s personal check in his wallet.
This rapid apprehension prevented further crimes and highlighted effective coordination between victims and law enforcement. The migrants, despite their losses, chose not to pursue charges against Montgomery.
- Montgomery steals Subaru SUV from woman in Old Town.
- Minutes later, carjacks Ford Mustang at Salt Shed lot, takes victim’s items.
- Parks Mustang, robs two migrants using Subaru.
- Migrants identify him; police arrest on site with gun and stolen goods.
Cook County Court Delivers Verdict
Montgomery, already labeled a six-time felon due to his extensive criminal record, pleaded guilty before Judge Anjana Hansen. The court imposed concurrent 15-year sentences for the two carjackings, reflecting the severity of using a firearm in both instances. Prosecutors emphasized his history as a key factor in the punishment.
The sentencing occurred on a Friday in March 2026, closing a case that began amid Chicago’s ongoing challenges with vehicle thefts. Details of Montgomery’s prior felonies were not specified in court records released, but his status as a repeat offender influenced the outcome significantly. For more on the initial arrest, see the related report from CWB Chicago.
Justice Served Amid Urban Crime Patterns
The Salt Shed facility at 1308 North Elston once served as temporary housing for migrants but has since closed, leaving the area as a reminder of shifting city resources. Old Town, with its vibrant commercial strips, contrasts sharply with such incidents, prompting local discussions on safety measures.
Montgomery’s case illustrates how quick victim cooperation and police responsiveness can disrupt a crime wave. The 15-year terms ensure he remains off the streets for years, offering relief to affected communities.
Key Takeaways:
- Montgomery committed two armed carjackings in under 30 minutes on December 7, 2024.
- A loaded gun and stolen items led to his immediate arrest near the crime scene.
- Concurrent 15-year sentences reflect his six prior felonies.
As Chicago continues to address rising carjackings, this sentencing stands as a firm example of accountability. What steps can communities take to enhance vigilance? Share your thoughts in the comments.

