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Staying compliant is simpler when the year’s tax deadlines live in one place. Below is a month-by-month guide to every major 2025 federal due date that touches solo proprietors, LLCs, S-corps, C-corps, and their payroll. Bookmark it, copy the bullets into your planner, or subscribe to the free IRS .ICS feed so reminders pop up automatically on your digital calendar.

Why a Dedicated Calendar Matters​

Integrating tax deadlines into your regular workflow isn't just about avoiding last-minute panic; it's a strategic business decision.

• Avoid Penalties & Interest: The IRS doesn't mess around. Late-payment and late-filing penalties can accumulate rapidly, sometimes hitting up to $25,%$ of the total tax you owe.
• Sync Your Cash Flow: When you know your four quarterly estimated-tax withdrawal dates in advance, you can protect your operating capital and ensure funds are available without disrupting business as usual.
• Delegate with Confidence: Whether you have an in-house bookkeeper or an external CPA, a shared, accurate calendar ensures accountability. When everyone knows the exact dates, nothing slips through the cracks.
• Stay Audit-Ready: Timely filing of informational returns like Forms W-2 and 1099 is one of the first things examiners check. A clean filing history is your first line of defense.

At-a-Glance: Key 2025 Federal Deadlines​

The dates below are adjusted for weekends and federal holidays, reflecting the next business day as the official deadline. All times are based on the postmark or e-file transmission date unless specific deposit rules require a same-day electronic funds transfer (EFT).

January​

• Jan 15 – Final 2024 estimated-tax payment (Form 1040-ES) is due for self-employed individuals and others who did not have enough tax withheld during 2024. Note: Farmers and fishers can skip this payment if they file and pay their entire tax bill in full by March 3, 2025.
• Jan 31 – Key year-end information returns are due:
  • Furnish Forms W-2 to all employees and file copies with the Social Security Administration (SSA).
  • Furnish and file Form 1099-NEC to report non-employee compensation paid in 2024.
  • Furnish most other 1099 forms (like 1099-MISC, 1099-INT) to recipients. The deadline to file these with the IRS is later.

February​

• Feb 18 – Last day for businesses to furnish Forms 1099-B (Proceeds from Broker and Barter Exchange Transactions) and 1099-S (Proceeds from Real Estate Transactions) to payees.
• Feb 28 – Deadline to mail paper copies of Forms 1097, 1098, 1099 (excluding 1099-NEC), and W-2G to the IRS. (E-filers have until March 31.)

March​

• Mar 17 – Partnership and S-corporation tax returns for 2024 are due. (March 15 is a Saturday.)
  • File Form 1065 (Partnerships) or Form 1120-S (S-Corps).
  • Alternatively, file Form 7004 to request an automatic six-month extension to file.
  • Provide Schedule K-1s (and K-3s, if applicable) to all partners and shareholders.

April​

• Apr 15 – "Tax Day" features a triple-header of crucial deadlines:
  • Individuals: File your 2024 Form 1040. You can file Form 4868 for an automatic six-month extension, but you must still pay any tax you estimate you owe today.
  • C-Corporations: File your 2024 Form 1120 or file Form 7004 for an extension. The balance of tax owed is due with the extension filing.
  • 1st Quarter 2025 Estimated Tax: Your first installment payment for the 2025 tax year (Form 1040-ES) is due if you expect to owe at least $1,000 in tax for the year.

June​

• Jun 16 – 2nd Quarter 2025 estimated-tax installment is due. (June 15 falls on a Sunday.)

September​

• Sep 15 – A dual-deadline day:
  • 3rd Quarter 2025 estimated-tax installment is due.
  • The six-month extension period ends for partnerships (Form 1065) and S-corps (Form 1120-S) that filed Form 7004.

October​

• Oct 15 – Final deadline for extended returns for individuals (Form 1040) and calendar-year C-corporations (Form 1120).

December​

• Dec 15 – C-corporations must pay their 4th and final 2025 estimated-tax installment.

Looking Ahead: January 15, 2026​

Don't let the new year catch you by surprise. Your Q4 2025 estimated-tax payment for individuals and single-member LLCs (taxed as sole proprietors) is due. Mark it on your 2026 calendar now.

Payroll Cycle Reminders​

For businesses with employees, these deadlines are just as important:

• Form 941 (Employer's Quarterly Federal Tax Return): Due on Apr 30, Jul 31, Oct 31, and Jan 31 (2026) for the prior quarter’s income tax withholding, Social Security, and Medicare taxes.
• Payroll Tax Deposits: Must be deposited electronically via the Electronic Federal Tax Payment System (EFTPS). Your deposit schedule (either semi-weekly or monthly) is determined by the IRS. See IRS Publication 15 for details.
• Form 940 (FUTA Tax): The Employer's Annual Federal Unemployment (FUTA) Tax Return is due by Jan 31, 2026. If you made all FUTA tax deposits on time, you have until Feb 10, 2026, to file.

State & Local Caveats​

Remember, this calendar is for federal deadlines only.

• State Income Tax: Deadlines in states that have an income tax often mirror the federal schedule, but always verify with your state's Department of Revenue.
• Sales & Franchise Tax: These calendars vary widely by state and locality. Import these specific dates into your master calendar to create a single source of truth for all tax obligations.

Five Ways to Stay Ahead​

1. Subscribe and Set Alerts: Use the IRS .ICS feed or manually import the dates above into your Google Calendar or Outlook. Set 14-day and 2-day reminder alerts for each deadline.
2. Automate Payments: Schedule your quarterly estimated-tax payments inside your EFTPS account to automatically pull from your bank account on each deadline.
3. Tag Your Expenses: Use your bookkeeping software (like Beancount, QuickBooks, etc.) to tag expenses by quarter. This helps your cash flow reports mirror upcoming tax hits, so there are no surprises.
4. Schedule a Mid-Year Check-in: Book a meeting with your CPA in June or July to review your year-to-date profit and true-up your estimated payments to avoid a large, unexpected bill next January.
5. Document Everything: After you file or pay, save e-file confirmations and certified mail receipts in a dedicated folder. In any dispute, the burden of proof is on you, the taxpayer.

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Disclaimer: This calendar covers U.S. federal deadlines for calendar-year small businesses. Always confirm details that apply to your entity type, fiscal year, payroll frequency, and state/local obligations with a qualified tax professional.