Serial burglar gets about 8 years for breaking into homes in Lakeview, West Town

CHICAGO — A man who already had an impressive history of burglary and theft has beefed up his resume by pleading guilty to committing five more burglaries in Lakeview and West Town last year. Andres Deshay committed some of the burglaries while he was on bail for the others.

The Lakeview break-ins occurred between 9 p.m. and 10 p.m. on September 21, 2022.

Prosecutors said a man heard a noise while sleeping and awakened to see someone open his bedroom door in the 3900 block of North Janssen. He grabbed a baseball bat and went looking for the burglar but only caught a glimpse of the intruder on the back porch. The victim’s roommate, whose MacBook was taken during the burglary, started to track his device as police responded.

Meanwhile, the other two burglaries were reported, one in the 3800 block of North Janssen and the other in the 4000 block of North Greenview, prosecutors said.

Chicago police officers tracking the MacBook found Deshay, 37, near Lakeview High School. Prosecutors said cops found property belonging to all of that night’s victims in his backpack, including the MacBook. They also found HP laptops belonging to the other Lakeview victims, as well as jewelry and other stolen property, prosecutors said.

Deshay was on bail for a series of West Town burglaries at the time of the Lakeview break-ins.

Andres Deshay | Cook County sheriff’s office

On June 27, 2022, a woman found her back door pried open in the 800 block of North Bishop. Two MacBooks, prescription drugs, and jewelry were taken. Prosecutors said Deshay spotted a surveillance camera during the break-in, and he turned it over while wearing gloves—but not before it recorded images of his face.

Chicago police detectives reviewed the video and allegedly recognized Deshay as the burglar.

Another victim’s home was burglarized in the 900 block of North Paulina on June 17, 2022. Prosecutors said Deshay was captured on video using the victim’s credit card to make purchases in a store. Once again, Chicago cops recognized him from the store’s video.

Deshay entered into a plea deal with prosecutors that is expected to keep him in prison until September 2030.

According to court records, he pleaded guilty to five burglaries before Judge Pamela Stratigakis. She sentenced him to seven years for three cases and six for the other two. Some of the sentences will be served consecutively, others concurrently.

Prosecutors agreed to drop one burglary case and an identity theft case in the deal.

Deshay’s previous Illinois prison sentences include seven years for solicitation of burglary in 2017, four two-year sentences for theft in 2015, and four years for burglary in 2013, according to Illinois Department of Corrections records.

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Tim Hecke is CWBChicago's managing partner. He started his career at KMOX, the legendary news radio station in St. Louis. From there, he moved on to work at stations in Minneapolis, Chicago, and New York City. Tim went on to build syndicated radio news and content services that served every one of America's 100 largest radio markets. He became CWBChicago's managing partner in 2019. His email address is