Table of Contents 2025 Sees Historic Issues Come to a Head Why the Spike Happened Taxes are Unaffordable for Working Families First Installment of 2026 Taxes Due April 1 Property Tax Appeals Can Bring Future Relief O’Connor Supports Appeals with Data and Analytics While property taxes became a focus across the country in 2025, the … Read more
Illinois Property Taxes
Cook County Tax Bills Mail on Time, Due April 1
Table of Contents Cook County Property Taxes Due April 1, 2026 A Long 2025 Tax Season 2026 Experiencing a Hangover from 2025 Steps in the Right Direction Property Tax Appeals Help the People of Cook County Fight Back O’Connor is Here to Help with Analysis and Evidence While it may seem like a low bar, … Read more
The Attorney Engagement Letter and Other Documentation – Key Factors in the Success of Your Illinois Appeal
Table of Contents Attorney Engagement Letter Who can Sign an Attorney Engagement Letter? Kieta Law Signing the O’Connor Service Agreement O’Connor Brings Clarity and Transparency to the Process Finding success with your Illinois property tax appeal takes time and effort, but with the highest property taxes in the nation, fighting your assessment is almost always … Read more
Delayed Property Tax Payments Complicate Pension Woes in Chicago
Table of Contents Pension Shortcomings are an Ancient and Systemic Issue Chicago Advanced Pension Payments After effects of Delayed Property Taxes Keep Spiraling The Chicago Budget Crisis The Impact on Future Assessments and Tax Bills O’Connor has Your Back As we wrote earlier, the pension crisis across Illinois is an anchor around the neck of … Read more
The Illinois Pension Crisis has Influenced Rising Property Taxes for Decades
Table of Contents The Illinois Public Pension Systems Pension Problem Enshrined in the Illinois Constitution The Edgar Ramp Final Crisis Court Strikes Down Reforms Tier 2 Pensions Established Reform and Funding Chicago and Cook County Crisis Worse Than the State Pensions and Property Taxes O’Connor can Help Throughout 2025 and into 2026, Illinois and Cook … Read more
Even the Chicago Bears May Flee Illinois Because of Property Taxes
Table of Contents A Common Debate on the Surface Property Taxes Complicate Things Possible New Homes for the Bears The Bears as a Microcosm for Illinois and Cook County Business Revenue Continues to Fall in Cook County The Megaprojects Bill Could Help The Average Taxpayer Can Find Relief with Appeals O’Connor Can Help Illinois has … Read more
Illinois Expands Senior Property Tax Protections in 2026
Table of Contents What SB 642 Does The Senior Tax Freeze Senior Citizens Real Estate Tax Deferral Act Property Tax Payment Plans Property Tax Appeals Can Augment These Changes O’Connor is Here to Help Taxpayers all across Illinois are under siege. While Cook County and Chicago are certainly grabbing headlines with a property tax catastrophe, … Read more
2025 was a Year of Chaos for Cook County and Illinois
Table of Contents Property Values and Taxes Grow Across Illinois Computer Error the First Domino to Fall in Chicago Cook County Tax Bills Delayed from May to November Collapsing Office Values in the Loop Forced Higher Taxes on Homeowners Community Anger Forced Emergency Measures Cook County Property Tax Sales Ruled Unconstitutional Property Tax Appeals Reach … Read more
The Impact of 2025’s Mistakes will be Felt Deep into 2026
Table of Contents 2026 Tax Bills Delayed Triennial Reassessment Comes to the South and West Suburbs Commercial Failures Leading to Higher Home Taxes Megaproject Bill Could Shape the Future of Illinois Legislative Solutions Proposed Possible Government Shutdown How O’Connor can Help 2025 has been a year of upheaval in Cook County. Thanks to computer errors … Read more
Cook County Taxpayers Can Create a Payment Plan for Property Taxes Starting December 16
Table of Contents Taxes are Due December 15 Payment Plan Becomes Available on December 16 2026 Taxes are due in April Appeals Can Lower Your 2026 Taxes O’Connor can Help Your Appeal Cases, now and in the Future Things are becoming so desperate in Cook County over the recent apocalyptic property tax bills that taxpayers … Read more








