Police said there have been 12 incidents in Albany Park and Jefferson Park since the end of May. The most recent incident happened on Thursday.
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Police said one offender engages the elderly victims in a conversation about home repairs or problems with their water. Then, one of the other offenders enters the home and takes jewelry and money.
Police believe the offenders, two men and one woman, are using a gray SUV.
Authorities asked anyone with information to contact the Area Five Bureau of Detectives at 312-746-7394.