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2027 Tax Deadlines for Chicago Startups

For 2027, Chicago-based C-corporations should separate federal filings from Illinois income and replacement tax, employer withholding, and applicable municipal obligations. Federal and Illinois calendar-year returns generally begin with an April 15 deadline, but their extensions differ: federal Form 1120 extends to October 15, while Illinois IL-1120 has a November 15 automatic extended filing deadline. Quarterly Illinois withholding returns are administered by the Illinois Department of Revenue. Property owners should use issued Cook County bills, and startups should evaluate City of Chicago taxes based on their actual business activities. Kruze’s tax compliance calendar can help you keep the federal and Illinois dates straight.

Upcoming Chicago deadlines in 2027

1 tax event

3 tax events

  • Illinois Quarterly Payroll Withholding Return due for Q4 (prior year).

  • File Form 941 for Q4 and the annual Federal Unemployment Tax Act (FUTA) return on Form 940 (both may be filed by February 10 if all deposits were made on time). Qualified small businesses claim the payroll tax R&D credit by attaching Form 8974 to Form 941. Use our calculator to estimate your possible research and development tax credit.

  • Chicago startups should send Forms 1099-NEC to contractors ($2,000 or more in nonemployee compensation) and W-2s to employees, and file both with the IRS/SSA. Report nonemployee compensation on Form 1099-NEC (not 1099-MISC). A Form 8809 extension is not automatic for W-2s or 1099-NEC and is granted only in limited circumstances.
3 tax events

  • Delaware Annual Franchise Report and franchise tax due. Your Chicago startup will owe the lower of the authorized shares method (minimum $175) or the assumed par value capital method (minimum $400), plus a $50 annual report fee. Late filing penalty is $200 plus 1.5% monthly interest.

  • For Chicago startups, ACA information returns (Forms 1094-B/1095-B and 1094-C/1095-C) are due to the IRS if paper-filing (e-filing is due March 31). Paper filing is allowed only if you file fewer than 10 information returns in total. Applies to applicable large employers (50+ full-time equivalent employees) and employers with self-insured plans. File Form 8809 for a 30-day extension.

  • Deadline to furnish Forms 1095-B and 1095-C to employees (the January 31 deadline is automatically extended 30 days to March 2; no request is needed).

1 tax event

  • ACA information returns (Forms 1094-B/1095-B and 1094-C/1095-C) are due to the IRS if e-filing. E-filing is required if you file 10 or more information returns in total (including W-2s and 1099s). File Form 8809 for an automatic 30-day extension.

5 tax events

  • Due date for Illinois Corporate Income and Replacement Tax Return (Form IL-1120). Illinois automatically extends the filing deadline to November 15; any tax owed is still due April 15.

  • C Corp Form 1120 Tax Return due. The Federal Form 1120 is the U.S. Corporation Income Tax Return, which the IRS has companies use to report their income, losses, credits, etc., and to figure the income tax liability of the corporation. Can extend the deadline to Oct. 15. All Chicago startups are required to file this Federal form by this deadline unless they file an extension.

  • Federal Quarterly Estimated Tax 1st installment (first quarter of current year).

  • File the R&D Tax Credit Form 6765 with your tax return (Form 1120). Can extend to October 15 along with the return. We strongly recommend working with a qualified CPA to prepare this form: If your company is acquired, the buyer’s tax team will review the credit during due diligence.

  • Due date for Chicago startup employees to make contributions to Individual Retirement Accounts (IRAs) for 2026 (Employee Benefits).

2 tax events

  • Illinois Quarterly Payroll Withholding Return (Form IL-941) due for Q1.

  • Chicago startups can claim Research & Development Tax Credits on Form 941  for Q1 (attach Form 8974; the election is made on Form 6765 with your income tax return).

1 tax event

1 tax event

2 tax events

  • Illinois Quarterly Payroll Withholding Return (Form IL-941) due for Q2.

  • Chicago startups can claim Research & Development Tax Credits on Form 941 for Q2 (attach Form 8974; the election is made on Form 6765 with your income tax return).

1 tax event

1 tax event

1 tax event

2 tax events

  • Illinois Quarterly Payroll Withholding Return (Form IL-941) due for Q3.

  • Chicago startups can claim Research & Development Tax Credits on Form 941 for Q3 (attach Form 8974; the election is made on Form 6765 with your income tax refund).

1 tax event

1 tax event

  • Delaware Quarterly Estimated Franchise Tax payment due. Pay 20% of your estimated annual amount (required if your annual franchise tax is $5,000 or more). The remainder is due with the annual report on March 1.

1 tax event

Total 27 Tax events for Chicago in 2027

Click The Links To Learn More About These Filings And 2027 Chicago Startup Tax Deadlines

  • 15 Dec 2026

    Federal Quarterly Corporate Estimated Tax 4th installment (fourth quarter of the current year) due for C corporations.

  • 1 Feb 2027

    Illinois Quarterly Payroll Withholding Return due for Q4 (prior year).

  • 1 Feb 2027

    File Form 941 for Q4 and the annual Federal Unemployment Tax Act (FUTA) return on Form 940 (both may be filed by February 10 if all deposits were made on time). Qualified small businesses claim the payroll tax R&D credit by attaching Form 8974 to Form 941. Use our calculator to estimate your possible research and development tax credit.

  • 1 Feb 2027
    Chicago startups should send Forms 1099-NEC to contractors ($2,000 or more in nonemployee compensation) and W-2s to employees, and file both with the IRS/SSA. Report nonemployee compensation on Form 1099-NEC (not 1099-MISC). A Form 8809 extension is not automatic for W-2s or 1099-NEC and is granted only in limited circumstances.
  • 1 Mar 2027

    Delaware Annual Franchise Report and franchise tax due. Your Chicago startup will owe the lower of the authorized shares method (minimum $175) or the assumed par value capital method (minimum $400), plus a $50 annual report fee. Late filing penalty is $200 plus 1.5% monthly interest.

  • 1 Mar 2027

    For Chicago startups, ACA information returns (Forms 1094-B/1095-B and 1094-C/1095-C) are due to the IRS if paper-filing (e-filing is due March 31). Paper filing is allowed only if you file fewer than 10 information returns in total. Applies to applicable large employers (50+ full-time equivalent employees) and employers with self-insured plans. File Form 8809 for a 30-day extension.

  • 1 Mar 2027

    Deadline to furnish Forms 1095-B and 1095-C to employees (the January 31 deadline is automatically extended 30 days to March 2; no request is needed).

  • 31 Mar 2027

    ACA information returns (Forms 1094-B/1095-B and 1094-C/1095-C) are due to the IRS if e-filing. E-filing is required if you file 10 or more information returns in total (including W-2s and 1099s). File Form 8809 for an automatic 30-day extension.

  • 15 Apr 2027

    Due date for Illinois Corporate Income and Replacement Tax Return (Form IL-1120). Illinois automatically extends the filing deadline to November 15; any tax owed is still due April 15.

  • 15 Apr 2027

    C Corp Form 1120 Tax Return due. The Federal Form 1120 is the U.S. Corporation Income Tax Return, which the IRS has companies use to report their income, losses, credits, etc., and to figure the income tax liability of the corporation. Can extend the deadline to Oct. 15. All Chicago startups are required to file this Federal form by this deadline unless they file an extension.

  • 15 Apr 2027

    Federal Quarterly Estimated Tax 1st installment (first quarter of current year).

  • 15 Apr 2027

    File the R&D Tax Credit Form 6765 with your tax return (Form 1120). Can extend to October 15 along with the return. We strongly recommend working with a qualified CPA to prepare this form: If your company is acquired, the buyer’s tax team will review the credit during due diligence.

  • 15 Apr 2027

    Due date for Chicago startup employees to make contributions to Individual Retirement Accounts (IRAs) for 2026 (Employee Benefits).

  • 30 Apr 2027

    Illinois Quarterly Payroll Withholding Return (Form IL-941) due for Q1.

  • 30 Apr 2027

    Chicago startups can claim Research & Development Tax Credits on Form 941  for Q1 (attach Form 8974; the election is made on Form 6765 with your income tax return).

  • 1 Jun 2027

    Delaware Quarterly Estimated Franchise Tax due. Pay 40% of estimated annual amount (required if your annual franchise tax is $5,000 or more).

  • 15 Jun 2027

    Federal Quarterly Corporate Estimated Tax 2nd installment (second quarter current year) due for C corporations.

  • 2 Aug 2027

    Illinois Quarterly Payroll Withholding Return (Form IL-941) due for Q2.

  • 2 Aug 2027

    Chicago startups can claim Research & Development Tax Credits on Form 941 for Q2 (attach Form 8974; the election is made on Form 6765 with your income tax return).

  • 1 Sep 2027

    Delaware Quarterly Estimated Franchise Tax. Pay 20% of your estimated annual amount (required if your annual franchise tax is $5,000 or more).

  • 15 Sep 2027

    Federal Quarterly Estimated Tax 3rd installment (third quarter of current year) due for C corporations.

  • 15 Oct 2027

    C Corp Form 1120 Tax Return final due date for Chicago startups if an extension (Form 7004) was filed.

  • 1 Nov 2027

    Illinois Quarterly Payroll Withholding Return (Form IL-941) due for Q3.

  • 1 Nov 2027

    Chicago startups can claim Research & Development Tax Credits on Form 941 for Q3 (attach Form 8974; the election is made on Form 6765 with your income tax refund).

  • 15 Nov 2027

    Extended due date for Illinois Corporate Income and Replacement Tax Return (Form IL-1120).

  • 1 Dec 2027

    Delaware Quarterly Estimated Franchise Tax payment due. Pay 20% of your estimated annual amount (required if your annual franchise tax is $5,000 or more). The remainder is due with the annual report on March 1.

  • 15 Dec 2027

    Federal Quarterly Estimated Tax 4th installment (fourth quarter of the current year) due for C corporations.

15
Dec
2026
01
Feb
2027
  • Illinois Quarterly Payroll Withholding Return due for Q4 (prior year).


  • File Form 941 for Q4 and the annual Federal Unemployment Tax Act (FUTA) return on Form 940 (both may be filed by February 10 if all deposits were made on time). Qualified small businesses claim the payroll tax R&D credit by attaching Form 8974 to Form 941. Use our calculator to estimate your possible research and development tax credit.


  • Chicago startups should send Forms 1099-NEC to contractors ($2,000 or more in nonemployee compensation) and W-2s to employees, and file both with the IRS/SSA. Report nonemployee compensation on Form 1099-NEC (not 1099-MISC). A Form 8809 extension is not automatic for W-2s or 1099-NEC and is granted only in limited circumstances.
01
Mar
2027
  • Delaware Annual Franchise Report and franchise tax due. Your Chicago startup will owe the lower of the authorized shares method (minimum $175) or the assumed par value capital method (minimum $400), plus a $50 annual report fee. Late filing penalty is $200 plus 1.5% monthly interest.


  • For Chicago startups, ACA information returns (Forms 1094-B/1095-B and 1094-C/1095-C) are due to the IRS if paper-filing (e-filing is due March 31). Paper filing is allowed only if you file fewer than 10 information returns in total. Applies to applicable large employers (50+ full-time equivalent employees) and employers with self-insured plans. File Form 8809 for a 30-day extension.


  • Deadline to furnish Forms 1095-B and 1095-C to employees (the January 31 deadline is automatically extended 30 days to March 2; no request is needed).

31
Mar
2027
  • ACA information returns (Forms 1094-B/1095-B and 1094-C/1095-C) are due to the IRS if e-filing. E-filing is required if you file 10 or more information returns in total (including W-2s and 1099s). File Form 8809 for an automatic 30-day extension.

15
Apr
2027
  • Due date for Illinois Corporate Income and Replacement Tax Return (Form IL-1120). Illinois automatically extends the filing deadline to November 15; any tax owed is still due April 15.


  • C Corp Form 1120 Tax Return due. The Federal Form 1120 is the U.S. Corporation Income Tax Return, which the IRS has companies use to report their income, losses, credits, etc., and to figure the income tax liability of the corporation. Can extend the deadline to Oct. 15. All Chicago startups are required to file this Federal form by this deadline unless they file an extension.


  • Federal Quarterly Estimated Tax 1st installment (first quarter of current year).


  • File the R&D Tax Credit Form 6765 with your tax return (Form 1120). Can extend to October 15 along with the return. We strongly recommend working with a qualified CPA to prepare this form: If your company is acquired, the buyer’s tax team will review the credit during due diligence.


  • Due date for Chicago startup employees to make contributions to Individual Retirement Accounts (IRAs) for 2026 (Employee Benefits).

30
Apr
2027
  • Illinois Quarterly Payroll Withholding Return (Form IL-941) due for Q1.


  • Chicago startups can claim Research & Development Tax Credits on Form 941  for Q1 (attach Form 8974; the election is made on Form 6765 with your income tax return).

01
Jun
2027
15
Jun
2027
02
Aug
2027
  • Illinois Quarterly Payroll Withholding Return (Form IL-941) due for Q2.


  • Chicago startups can claim Research & Development Tax Credits on Form 941 for Q2 (attach Form 8974; the election is made on Form 6765 with your income tax return).

01
Sep
2027
15
Sep
2027
15
Oct
2027
01
Nov
2027
  • Illinois Quarterly Payroll Withholding Return (Form IL-941) due for Q3.


  • Chicago startups can claim Research & Development Tax Credits on Form 941 for Q3 (attach Form 8974; the election is made on Form 6765 with your income tax refund).

15
Nov
2027
01
Dec
2027
  • Delaware Quarterly Estimated Franchise Tax payment due. Pay 20% of your estimated annual amount (required if your annual franchise tax is $5,000 or more). The remainder is due with the annual report on March 1.

15
Dec
2027

Note: The federal tax deadline in 2027 falls on April 15. The federal extension deadline for 2027 is October 15. Most states usually follow the same calendar for state income tax returns

If your Delaware C-Corp Chicago funded startup needs tax help contact us today!

Chicago’s Startup Community

Chicago offers startup founders access to a diverse regional economy, corporate customers, universities, and an established investor community. Startup Genome credits the University of Chicago, Northwestern University, and the Illinois Institute of Technology for the city’s collaborative environment and a stream of life sciences startups.

The technology incubator 1871 has been the hub of the city’s digital startup community since 2012, and Site Selection highlights the Matter health-tech incubator, the MxD manufacturing institute, and the University of Chicago’s Polsky Center. That mix supports companies building financial technology, logistics, health technology, food technology, and enterprise software.

View tax compliance dates for Austin, Boston, New York City, Palo Alto, San Francisco, Santa Monica, Seattle, Washington DC, Atlanta, Salt Lake City, Mountain View, Dallas, Miami, San Jose, Boulder/Denver and San Diego

How Much Does a Startup Tax Return Cost? Try Kruze Consulting's Tax Preparation Pricing Tool.

How much can your startup save in payroll taxes? Estimate your R&D tax credit using our free calculator.

Every startup is different and so are its tax compliance needs. This is only a guideline. Please consult your tax professional. IRS Circular 230 Disclaimer: To ensure compliance with IRS Circular 230, any U.S. federal tax advice provided in this communication is not intended or written to be used, and it cannot be used by the recipient or any other taxpayer for the purpose of avoiding tax penalties that may be imposed on the recipient or any other taxpayer. Copyright © Kruze Consulting

Navigating Local Tax Requirements


Local & City-Specific Startup Tax Deadlines

Find important local and city-specific startup tax deadlines here, including state and municipal filing dates, estimated payment deadlines, and key compliance requirements for major business hubs.

Atlanta Tax Deadlines
27 Tax Events for Atlanta startups
Click to View
Austin Tax Deadlines
25 Tax Events for Austin startups
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Boston Tax Deadlines
27 Tax Events for Boston startups
Click to View
Boulder/Denver Tax Deadlines
19 Tax Events for Boulder/Denver startups
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Chicago Tax Deadlines
25 Tax Events for Chicago startups
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Dallas Tax Deadlines
22 Tax Events for Dallas startups
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Miami Tax Deadlines
26 Tax Events for Miami startups
Click to View
Mountain View Tax Deadlines
24 Tax Events for Mountain View startups
Click to View
New York City Tax Deadlines
31 Tax Events for New York City startups
Click to View
Palo Alto Tax Deadlines
24 Tax Events for Palo Alto startups
Click to View
Salt Lake City Tax Deadlines
28 Tax Events for Salt Lake City startups
Click to View
San Diego Tax Deadlines
19 Tax Events for San Diego startups
Click to View
San Francisco Tax Deadlines
30 Tax Events for San Francisco startups
Click to View
San Jose Tax Deadlines
23 Tax Events for San Jose startups
Click to View
Santa Monica Tax Deadlines
25 Tax Events for Santa Monica startups
Click to View
Seattle Tax Deadlines
36 Tax Events for Seattle startups
Click to View
Washington DC Tax Deadlines
27 Tax Events for Washington DC startups
Click to View

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