

Why Your Second 2024 Property Tax Bill Arrived so Late
Photo by Roman Novitsky Cook County property owners faced a delay in their second installment of the 2024 real estate tax bill, which was mailed out on November 14 instead of the usual August 1. The delays stemmed from the upgrade of the property tax system. By Don DeBat Are you one of the 1.8 million Chicago and Cook County property owners who is wondering why the second installment of the 2024 real estate tax bill wasn’t mailed until November 14 instead of the usual August
Don DeBat
Nov 26, 2025


Chicago Seniors Will Benefit from Expanded Property Tax Relief
Photo by Lev Dolgachov New legislation raises the income eligibility threshold for the Low-Income Senior Citizens Assessment Freeze from $65,000 to $75,000, providing much-needed tax relief to senior homeowners in Cook County starting in 2026. By Don DeBat Chicago and Cook County senior homeowners likely will soon be jumping out of their wheelchairs and doing happy cartwheels thanks to an increased property tax break. On October 23, the Illinois General Assembly passed legisl
Don DeBat
Nov 17, 2025


Flooded Chicago Braces for Rising Tide of Insurance Costs
(Above) City workers remove water from Lower Wacker Drive near Randolph Street after overnight flooding on May 18, 2020. Ashlee Rezin Garcia/Chicago Sun-Times via AP. By Don DeBat The once extremely profitable Illinois property insurance industry literally is blowing in the wind and battling a rising tide of property damage from weather extremes nationwide. Billions of dollars in losses sparked by California wildfires and forest fires in western states – and an unprecedented
Don DeBat
Nov 7, 2025






