Chicago Tax Calendar & Deadlines
Never miss an important tax deadline with our comprehensive calendar customized for Chicago businesses and individuals.
Stay Ahead of Tax Deadlines in Chicago
Managing tax deadlines is crucial for Chicago businesses and individuals. Missing important filing dates can result in penalties, interest, and unnecessary stress. Our comprehensive tax calendar includes all federal, Illinois state, Cook County, and Chicago-specific tax deadlines to help you stay organized and compliant throughout the year.
For Chicago taxpayers, it’s especially important to track multiple tax obligations at different governmental levels. From federal income tax deadlines to Chicago business license renewals, our calendar provides a single source for all your important tax dates.
2025 Tax Calendar for Chicago Taxpayers
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January 15
Federal & IL
4th quarter estimated tax payments due for individuals and businesses
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January 15
Chicago
Chicago Restaurant Tax due for December 2024
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January 20
Federal
Monthly payroll tax deposits due for December 2024
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January 31
Federal
Form W-2 and 1099-NEC filing deadline
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January 31
IL & Federal
Quarterly federal and Illinois withholding returns due
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January 31
Chicago
Annual Chicago Amusement Tax Return due for qualifying businesses
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February 15
Chicago
Chicago Restaurant Tax due for January 2025
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February 20
Federal
Monthly payroll tax deposits due for January 2025
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February 28
Federal
Paper filing deadline for Forms 1099 and 1096
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February 28
Cook County
First installment of Cook County property taxes due
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Varies
Chicago
Chicago business license renewals (based on issue date)
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March 15
Federal & IL
S-Corporation and Partnership tax returns due (Forms 1120-S and 1065)
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March 15
Chicago
Chicago Restaurant Tax due for February 2025
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March 20
Federal
Monthly payroll tax deposits due for February 2025
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March 31
Federal
Electronic filing deadline for Forms 1099 and 1096
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March 31
IL
Annual Economic Interest Statements due for certain Illinois public officials
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April 15
Federal & IL
Individual and C-Corporation tax returns due
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April 15
Federal & IL
1st quarter estimated tax payments due for individuals and businesses
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April 15
Federal
Last day to contribute to IRAs and HSAs for 2024 tax year
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April 15
Chicago
Chicago Restaurant Tax due for March 2025
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April 20
Federal
Monthly payroll tax deposits due for March 2025
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April 30
IL & Federal
Quarterly federal and Illinois withholding returns due
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May 15
Federal & IL
Form 990 due for tax-exempt organizations
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May 15
Chicago
Chicago Restaurant Tax due for April 2025
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May 20
Federal
Monthly payroll tax deposits due for April 2025
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Varies
IL
Illinois Annual Report filing deadline (based on organization date)
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June 15
Federal & IL
2nd quarter estimated tax payments due for individuals and businesses
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June 15
Chicago
Chicago Restaurant Tax due for May 2025
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June 20
Federal
Monthly payroll tax deposits due for May 2025
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June 30
Federal
Foreign Bank Account Report (FBAR) filing deadline
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June 30
IL & Federal
Quarterly federal and Illinois withholding returns due
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July 15
Chicago
Chicago Restaurant Tax due for June 2025
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July 20
Federal
Monthly payroll tax deposits due for June 2025
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July 31
Cook County
Second installment of Cook County property taxes due
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Varies
Chicago
Chicago Head Tax return due for qualifying businesses (50+ employees)
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August 15
Chicago
Chicago Restaurant Tax due for July 2025
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August 20
Federal
Monthly payroll tax deposits due for July 2025
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Varies
Chicago
Chicago business license renewals (based on issue date)
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September 15
Federal & IL
3rd quarter estimated tax payments due for individuals and businesses
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September 15
Federal & IL
Extended S-Corporation and Partnership tax returns due
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September 15
Chicago
Chicago Restaurant Tax due for August 2025
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September 20
Federal
Monthly payroll tax deposits due for August 2025
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September 30
IL & Federal
Quarterly federal and Illinois withholding returns due
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October 15
Federal & IL
Extended individual and C-Corporation tax returns due
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October 15
Chicago
Chicago Restaurant Tax due for September 2025
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October 20
Federal
Monthly payroll tax deposits due for September 2025
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October 31
IL
Illinois Property Tax Credit claim deadline
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November 15
Chicago
Chicago Restaurant Tax due for October 2025
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November 20
Federal
Monthly payroll tax deposits due for October 2025
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Varies
Chicago
Chicago business license renewals (based on issue date)
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December 15
Chicago
Chicago Restaurant Tax due for November 2025
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December 20
Federal
Monthly payroll tax deposits due for November 2025
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December 31
Federal & IL
Last day for tax-deductible charitable contributions
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December 31
Federal
Last day for businesses to establish qualified retirement plans
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December 31
IL & Federal
Quarterly federal and Illinois withholding returns due
Chicago-Specific Tax Considerations
In addition to federal and Illinois deadlines, Chicago business owners must be aware of several Chicago-specific tax obligations:
- Chicago Business License Taxes: Due dates vary based on the issue date of your license
- Chicago Restaurant Tax: Due on the 15th of each month for the previous month’s sales
- Chicago Amusement Tax: Typically due monthly or quarterly depending on volume
- Chicago Personal Property Lease Transaction Tax: Due monthly or annually depending on liability
- Chicago Head Tax: Due quarterly for businesses with 50+ employees
- Chicago Hotel Accommodations Tax: Due monthly for applicable businesses
Extension Filing Information
While extensions give you additional time to file your returns, they do not extend the time to pay taxes owed. Chicago taxpayers should be aware of the following extension deadlines:
Individual Tax Filing Extensions
Individual taxpayers can request a six-month extension to file their federal and Illinois state tax returns. The extension request must be filed by the original due date (typically April 15).
- Federal: Form 4868 extends the filing deadline to October 15, 2025
- Illinois: IL-505-I extends the filing deadline to October 15, 2025
Important: The extension only applies to filing the return, not paying the tax. Any taxes owed must still be paid by the original due date to avoid penalties and interest.
Quarterly Estimated Tax Payment Schedule
Self-employed individuals, businesses, and those with income not subject to withholding must make quarterly estimated tax payments. For Chicago taxpayers, this includes both federal and Illinois state estimated payments.
| Quarter | Period Covered | Due Date | Federal Form | Illinois Form |
|---|---|---|---|---|
| 1st Quarter | January 1 – March 31, 2025 | April 15, 2025 | 1040-ES | IL-1040-ES |
| 2nd Quarter | April 1 – May 31, 2025 | June 15, 2025 | 1040-ES | IL-1040-ES |
| 3rd Quarter | June 1 – August 31, 2025 | September 15, 2025 | 1040-ES | IL-1040-ES |
| 4th Quarter | September 1 – December 31, 2025 | January 15, 2026 | 1040-ES | IL-1040-ES |
Chicago Business Owners: Special Considerations
In addition to income tax estimated payments, Chicago business owners should be aware of:
- Sales Tax Filings: Monthly, quarterly, or annually depending on sales volume
- Payroll Tax Deposits: Semi-weekly, monthly, or quarterly based on liability
- Illinois Unemployment Insurance: Quarterly filings and payments
- Chicago-Specific Tax Filings: Various schedules based on business type
Never Miss a Deadline Again
Staying on top of tax deadlines is crucial for Chicago businesses and individuals. Our tax professionals can help you create a customized tax calendar based on your specific situation, send you timely reminders, and ensure you never miss an important filing date.
Contact us today to schedule a consultation and let us help you develop a comprehensive tax compliance strategy tailored to your Chicago business or personal tax situation.
Schedule a Tax Planning Consultation