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2027 Tax Deadlines for the Self-Employed

Not tax advice. Federal dates only, checked against IRS sources on Oct 31, 2026. Dates marked expected are not in a 2027 IRS publication yet.

If you freelance or run a sole proprietorship, no employer withholds tax from your pay, so you send it to the IRS yourself through quarterly estimated payments. Here's every federal date that matters in 2027, and where each one comes from.

Open the free 2027 tax deadlines calendar (.ics)

The dates

DateDeadlineStatus
Fri, Jan 15, 20274th 2026 estimated tax payment
Final installment for 2026 (Sept. 1 to Dec. 31, 2026 income). You can skip it if you file your 2026 return by Feb. 1, 2027 and pay the full balance.
Official
Mon, Feb 1, 2027File 2026 return to skip the Jan. 15 payment
Optional: if you file your 2026 Form 1040 by this date and pay everything due, the Jan. 15, 2027 payment isn't required.
Official
Thu, Apr 15, 20272026 tax return due + 1st 2027 estimated payment
Calendar-year Form 1040 due (15th day of the 4th month), or file Form 4868 for an automatic 6-month extension to file (not to pay). Also the 1st 2027 estimated payment (Jan. 1 to Mar. 31 income). April 15, 2027 is a Thursday.
Expected
Tue, Jun 15, 20272nd 2027 estimated tax payment
Covers Apr. 1 to May 31, 2027 income. June 15, 2027 is a Tuesday.
Expected
Wed, Sep 15, 20273rd 2027 estimated tax payment
Covers June 1 to Aug. 31, 2027 income. Sept. 15, 2027 is a Wednesday.
Expected
Fri, Oct 15, 2027Extended 2026 return due
If you filed Form 4868 by April 15, 2027, the 6-month extension runs to Oct. 15, 2027 (a Friday). Tax was still due in April.
Expected
Tue, Jan 18, 20284th 2027 estimated tax payment
Covers Sept. 1 to Dec. 31, 2027 income. Jan. 15, 2028 is a Saturday and Monday, Jan. 17, 2028 is the Martin Luther King Jr. federal holiday, so the payment moves to the next business day, Tuesday, Jan. 18, 2028.
Expected

1. Finish 2026 first: January 15 and February 1, 2027

Your 4th 2026 payment covers September through December 2026 income and is due Friday, January 15, 2027. The 2026 Form 1040-ES lists one exception: if you file your 2026 return by February 1, 2027 and pay everything you owe, you can skip that January payment.

2. April 15, 2027 does double duty

April 15, 2027 is a Thursday. That day your 2026 Form 1040 is due (or Form 4868 for an extension), and so is your first 2027 estimated payment. An extension moves the filing deadline to October 15, 2027. It doesn't give you more time to pay, so pay what you expect to owe by April 15.

3. June 15 and September 15, 2027

The 2nd and 3rd 2027 payments. The periods aren't equal: the June payment covers only April and May, and the September payment covers June through August. Both fall on weekdays in 2027 (a Tuesday and a Wednesday).

4. The last 2027 payment shifts to January 18, 2028

The usual January 15 date lands on a Saturday in 2028, and Monday, January 17 is Martin Luther King Jr. Day (OPM federal holiday list). Under the IRS weekend-and-holiday rule, a payment made on Tuesday, January 18, 2028 is on time.

How much to pay each quarter

The dates are half the job. For a rough per-quarter amount, including self-employment tax and the safe-harbor rule, try the Quarterly Estimated Tax Calculator or read how to estimate quarterly taxes.

FAQ

When are 2027 quarterly estimated tax payments due?

Expected dates are April 15, 2027, June 15, 2027, September 15, 2027 and January 18, 2028. They follow the IRS rule (April 15, June 15, September 15 and January 15, moved to the next business day after a weekend or holiday). The 2027 Form 1040-ES was not published as of Oct 31, 2026, so check irs.gov before paying.

Why is the last 2027 payment due January 18, 2028 and not January 15?

January 15, 2028 is a Saturday and Monday, January 17, 2028 is the Martin Luther King Jr. federal holiday, so the next business day is Tuesday, January 18, 2028.

When is the last payment for 2026 estimated taxes?

January 15, 2027, per the 2026 Form 1040-ES. You don't have to make it if you file your 2026 return by February 1, 2027 and pay the whole balance due.

When is the 2026 tax return due?

April 15, 2027 for calendar-year filers (expected; it's a Thursday). Form 4868 gives an automatic 6-month extension to file, to October 15, 2027, but not more time to pay.

Do these dates cover state taxes?

No. These are federal dates only. States set their own estimated-tax schedules, and IRS disaster relief can postpone federal dates in affected areas.

Sources (checked Oct 31, 2026)

  1. IRS: When are quarterly estimated tax payments due?: https://www.irs.gov/faqs/estimated-tax/individuals/individuals-2
  2. IRS Form 1040-ES (2026), Estimated Tax for Individuals: https://www.irs.gov/pub/irs-pdf/f1040es.pdf
  3. IRS: When to file: https://www.irs.gov/filing/individuals/when-to-file
  4. OPM: Federal holidays (2027 and 2028): https://www.opm.gov/policy-data-oversight/pay-leave/federal-holidays/
Plan the whole year in one spreadsheet. The 2027 Small Business Planner + Budget has these tax dates plus annual goals, budget vs actual, monthly cash flow and a content calendar (Excel and Google Sheets). See the templates

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