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How to Get Tax Help in Chicago

Posted on February 26, 2024   |   Updated on September 30, 2025
Sidney Madden

Sidney Madden

A Ladder Up volunteer with a client at the Olive-Harvey College tax assistance site in Pullman in 2022

A Ladder Up volunteer with a client at the Olive-Harvey College tax assistance site in Pullman in 2022. (Courtesy of Ladder Up)

Tax season is here, and Hey Chicago wants to help you max your refund. Ladder Up, an organization offering free tax prep to thousands of Chicagoans, shared what to know ahead of Tax Day on April 15.

Know if You’re an Employee vs. Independent Contractor

Employees have W-2s, which means employers withhold taxes. But independent contractors have 1099s — their taxes are not withheld and they’re responsible for paying, which can be a shock for some come tax season.

Brush Up on Tax Credits and Deductions

File Sooner Rather Than Later

Your refund will hit your bank account earlier! You can track your status now. Plus, Ladder Up has in-person tax services for eligible residents, where the organization can also help you file for an extension.

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