How to File a Tax Extension: Form 4868, Step by Step for 2026
What a Tax Extension Actually Does (and Doesn’t)
A tax extension gives you six more months to submit your 2025 federal return. File Form 4868 by April 15, 2026, and your filing deadline moves to October 15, 2026. It’s automatic. The IRS doesn’t review it, doesn’t ask why, and doesn’t deny it as long as you submit it on time and estimate your liability in good faith.
Here’s the part that costs people thousands of dollars every spring: the extension does not extend the time to pay. If you owe tax for 2025, that money is still due April 15, 2026. The extension only protects you from the failure-to-file penalty. It does nothing about the failure-to-pay penalty or the interest that starts accruing April 16. The IRS confirms both dates on its filing page. So when you file a tax extension, think of it as two separate jobs: extend the paperwork, and pay the bill. Most people only do the first and get a surprise notice in the summer.
Four Ways to File a Tax Extension
You have four legitimate paths to file a tax extension, and they’re not equally good. Ranked from best to worst for most people:
1. Pay and the extension is automatic. This is the slickest method and almost nobody knows about it. If you make an estimated tax payment through IRS Direct Pay, the Electronic Federal Tax Payment System (EFTPS), or by debit/credit card, and you indicate the payment is for an extension, the IRS treats that as your Form 4868. No separate form to file. You pay what you estimate you owe, check the box for “extension,” and you’re done. You get a confirmation number as proof. This is the cleanest way to file a tax extension because it handles the payment and the extension in one move.
2. IRS Free File. Anyone, at any income level, can file Form 4868 electronically for free through IRS Free File. The income cap that applies to free tax-return software does not apply to the extension request. You answer a few questions, estimate your liability, and submit. You get an electronic acknowledgment that the IRS received it, which is your receipt.
3. Tax software or your CPA. Every major tax-prep program files Form 4868 electronically, usually for free as part of the package. If you work with a CPA, they file tax extension Form 4868 for you, often as a routine part of the engagement. This is the path most of our clients use because the extension carries over the estimate the preparer already calculated.
4. Mail a paper Form 4868. The old-school route. Download Form 4868, fill in your name, address, Social Security number, and estimated tax liability, attach a check if you’re paying by mail, and postmark it by April 15. The postmark date counts as the filing date. The downside: no instant confirmation, and a lost-in-the-mail extension is your problem to prove. If you mail it, use certified mail with a return receipt so you have proof of timely filing.
What You Still Have to Pay by April 15
The extension moves your filing deadline. It does not move your payment deadline. Any 2025 tax you owe is due April 15, 2026, full stop. When you file a tax extension, you’re supposed to estimate your total liability for the year and pay any balance you haven’t already covered through withholding or quarterly estimates.
You don’t need a finished return to make a payment. Pull your 2024 return, look at your total tax, adjust for what changed in 2025 (a raise, a bonus, a big capital gain, a new side business), and pay that estimate. If you overpay, the excess comes back as a refund when you file the actual return. If you underpay a little, you owe the failure-to-pay penalty only on the shortfall, not the whole balance. Overpaying slightly with your extension is cheap insurance, and you get the overage back.
One number to know: to avoid the failure-to-pay penalty entirely, you generally need to have paid at least 90% of your actual 2025 tax liability by April 15. Pay 90% or more with your withholding plus your extension payment, and the IRS waives the failure-to-pay penalty on the remaining balance as long as you settle up by October 15. Fall short of 90% and the penalty applies to whatever’s unpaid.
The Penalty Math: Not Filing vs. Not Paying
This is the single most important thing to understand about extensions, and most people get it backward. There are two separate penalties, and they are wildly different in size. The IRS spells them out on its penalties page.
Failure-to-file penalty: 5% of your unpaid tax per month, capping at 25%. This is the big one. A valid extension eliminates it.
Failure-to-pay penalty: 0.5% of your unpaid tax per month, also capping at 25%. An extension does not eliminate this. Plus interest, compounded daily, on top.
The failure-to-file penalty is ten times larger per month than the failure-to-pay penalty. That asymmetry is the whole reason a CPA will tell you: even if you can’t pay a dime, always file or extend by April 15. Here’s the proof. Say you owe $10,000 and can’t pay. If you file an extension but skip the payment, you accrue 0.5% a month ($50/month) plus interest. If you do nothing at all, you accrue 5% a month ($500/month) plus the failure-to-pay penalty plus interest. Over five months that’s roughly $250 versus $2,750. Filing the extension, even with no payment, saves you ten times the penalty. The extension is free. Silence is expensive.
State Extensions and the New York Wrinkle
A federal extension does not automatically extend your state return in every state. Rules vary, and this trips up a lot of filers who assume one extension covers everything.
New York is its own animal. New York does not piggyback on your federal Form 4868. To extend your New York State personal income tax return, you file Form IT-370 separately, and you must do it through your New York State Online Services account or with software, by April 15, 2026. Like the IRS, New York gives you until October 15 to file but expects payment of any balance due by the April deadline. Miss the New York payment and you owe state penalties and interest separate from anything federal. So a New York City filer has to file tax extension forms twice: Form 4868 for the IRS and Form IT-370 for the state.
Other states differ. Some honor your federal extension automatically once you attach a copy. Some have their own form. A handful have no state income tax at all, so there’s nothing to extend. Before you assume your federal extension covers your state, check your specific state’s department of revenue. For New Yorkers, the rule is simple: file both, pay both by April 15.
This is general information, not tax or legal advice. Whether you should file an extension, how much to pay with it, and which state forms apply depend on facts this page can’t see. Talk to a licensed CPA about your specific situation before you file.
A Worked Example: Extension Done Right vs. Done Wrong
Meet Daniel, a freelance creative director in New York City. He’s waiting on a late K-1 from a partnership and can’t finish his 2025 return by April 15. He expects to owe about $9,000 federally and $2,000 to New York.
The right way. On April 10, 2026, Daniel files Form 4868 through IRS Direct Pay and sends $9,000 (his best estimate). The same day, he files New York Form IT-370 online and pays $2,000. His filing deadline is now October 15 for both. When his K-1 finally arrives in June, he completes both returns. His actual federal tax turns out to be $9,300, so he owes $300 more, on which he pays a tiny failure-to-pay penalty and a few dollars of interest. Total damage: under $20.
The wrong way. Daniel files Form 4868 but pays nothing, figuring the extension covers him. He files nothing with New York at all. He finishes in September. Now he owes the federal $9,300 plus about five months of failure-to-pay penalty (0.5% x $9,300 x 5 = roughly $230) plus interest. Worse, because he never filed a New York extension, he gets hit with New York’s failure-to-file penalty on the $2,000 state balance, which is far steeper than the failure-to-pay penalty. His “free” extension cost him several hundred dollars in avoidable penalties, all because he extended the paperwork but skipped the payments and forgot the state form.
The difference between the two Daniels is ten minutes and two payments. That’s the whole lesson of filing a tax extension correctly.
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Frequently Asked Questions
How do I file a tax extension with the IRS for 2025?
To file a tax extension for your 2025 return, you submit Form 4868 to the IRS by April 15, 2026, and that moves your filing deadline to October 15, 2026. The extension is automatic, which means the IRS grants it the moment you submit it on time. There’s no approval process, no explanation required, and no reason you need to give. You have four ways to file a tax extension, and they all accomplish the same legal result, so pick the one that fits how you handle your taxes.
The first and cleanest method is to pay and let the payment serve as your extension. When you make an estimated tax payment through IRS Direct Pay, EFTPS, or by debit or credit card, the system asks what the payment is for. Select “extension” or “Form 4868,” and the IRS automatically processes a tax extension for you. You never file a separate form. You get a confirmation number that proves you filed a tax extension on time. This is my favorite method because it forces you to do the one thing people forget, which is actually pay, while filing the extension at the same time.
The second method is IRS Free File. Everyone qualifies to file a tax extension through Free File regardless of income. The income limit that applies to free tax-return preparation does not apply to the extension request. You walk through a short interview, estimate your total tax liability, and submit Form 4868 electronically. The IRS sends back an electronic acknowledgment confirming receipt, which is your proof. This is the right path if you want a documented, electronic filing but you’re not paying anything with the extension or you want the extension and payment handled in a guided flow.
The third method is to file a tax extension through commercial tax software or your CPA. Every major tax program includes Form 4868, usually free, and walks you through it. If a professional prepares your return, they typically file the extension as a routine part of the engagement, carrying over the liability estimate they’ve already worked up. This is how most of our clients at The Reed Corporation handle it, because the preparer already knows the rough number and can pair the extension with an accurate payment. Our individual tax return service includes filing your extension when your documents aren’t ready in time.
The fourth method is mailing a paper Form 4868. You download the form, enter your name, address, Social Security number, and estimated total tax liability, attach a check if you’re paying by mail, and postmark it by April 15, 2026. The postmark date is the filing date. The drawback is there’s no instant confirmation. If you mail it, use certified mail with a return receipt so you can prove you filed a tax extension on time if the IRS ever questions it. Paper is the slowest and least certain way, so I only recommend it if you have no way to file electronically.
No matter which method you use to file a tax extension, you have to enter an estimate of your total 2025 tax liability. The IRS wants a good-faith estimate, not a precise figure. Pull your 2024 return, look at your total tax line, adjust for anything that changed in 2025, and use that. A reasonable estimate keeps the extension valid. An extension filed with an obviously lowball or zero estimate when you clearly owed money can be challenged, though in practice the IRS rarely invalidates extensions over estimate quality as long as you made an honest attempt and paid what you could.
Here’s a worked example. Suppose you’re a New York City consultant who knows you’ll owe roughly $7,000 but you’re missing a 1099 and can’t finish your return. On April 12, you go to IRS Direct Pay, enter a $7,000 payment, select “extension,” and submit. The system gives you a confirmation number. You’ve now filed a tax extension and paid your estimated liability in a single five-minute session. Your filing deadline is October 15, and because you paid your estimate, you’ll owe little or no penalty when you file the actual return. That’s the whole process done right.
A common mistake when people file a tax extension is stopping at the form and skipping the payment. Form 4868 extends your time to file, not your time to pay. If you file the extension but owe tax and don’t send it, penalties and interest start accruing April 16. So the complete answer to how you file a tax extension is: submit Form 4868 by April 15 through any of the four methods, and pay your estimated balance at the same time. Do both, and you’ve used the extension correctly.
One more practical detail when you file a tax extension: keep your proof. Whichever method you choose, save the confirmation. With IRS Direct Pay or EFTPS, that’s the confirmation number the system displays and emails you. With Free File or tax software, it’s the electronic acknowledgment that the IRS accepted Form 4868. With paper, it’s your certified-mail receipt. The reason matters: if the IRS later claims it never received your extension and assesses a failure-to-file penalty, your confirmation is what gets that penalty reversed. People who file a tax extension and toss the confirmation have nothing to point to when a notice arrives. Treat the receipt as part of filing the extension, not an optional extra. I tell clients to drop it in the same folder as their tax documents the day they file, because finding it eight months later is a headache nobody needs.
It also helps to know what information Form 4868 actually asks for, because the simplicity surprises people. You provide your name, address, and Social Security number (and your spouse’s if filing jointly), your estimate of total 2025 tax liability, the total payments you’ve already made through withholding and estimates, the balance due, and the amount you’re paying with the extension. That’s the entire form. No schedule, no documentation, no signature required for the electronic versions. The whole thing takes longer to find your prior-year return than to fill out. Knowing it’s this short removes the main excuse people use to put off filing a tax extension until it’s too late.
Going forward, treat the extension as a normal tool, not a last resort. If your K-1s, corrected brokerage statements, or other documents won’t be ready by April, filing a tax extension and paying your estimate is the professional move. It gives you until October to file a clean, accurate return instead of rushing an incomplete one. Filed on time with a payment, an extension costs you nothing and saves you from the errors that come with racing the April deadline.
Does filing a tax extension give me more time to pay what I owe?
No. This is the most misunderstood fact about extensions, and getting it wrong is what turns a routine extension into a penalty bill. When you file a tax extension, you get six more months to submit your return, moving the deadline from April 15, 2026 to October 15, 2026. You do not get one extra day to pay. Any 2025 tax you owe is due April 15, 2026, whether or not you file a tax extension. The IRS states this directly: an extension of time to file is not an extension of time to pay.
The reason this matters comes down to two separate penalties. The failure-to-file penalty is 5% of your unpaid tax per month, up to 25%. The failure-to-pay penalty is 0.5% of your unpaid tax per month, also up to 25%. The IRS lists both on its penalties page. When you file a tax extension, you eliminate the failure-to-file penalty (the big 5% one), but the failure-to-pay penalty (the 0.5% one) keeps running on any unpaid balance starting April 16, along with interest that compounds daily. So the extension solves the larger penalty and leaves the smaller one in place. It does not give you free time to pay.
Here’s the practical version. You file a tax extension on April 14, properly and on time. You now have until October 15 to file your return with zero failure-to-file penalty. But you owed $8,000 and sent nothing with the extension. Starting April 16, the IRS charges 0.5% of $8,000 ($40) per month plus interest. By the time you file in, say, September, you’ve racked up about five months of penalty and interest on the $8,000. The extension did its job on the filing penalty, but the payment was always due in April, and skipping it cost you. The fix is simple: estimate what you owe and pay it when you file the extension.
You don’t need a completed return to make that payment. You can pay through IRS Direct Pay in minutes. Look at your 2024 total tax, adjust for what changed in 2025, and pay that estimate alongside the extension. If your estimate is high, the overage comes back as a refund when you file. If it’s a touch low, the failure-to-pay penalty only applies to the shortfall, not the entire balance. So even an imperfect estimate dramatically reduces your exposure compared to paying nothing.
There’s a safe-harbor threshold worth knowing. If you’ve paid at least 90% of your actual 2025 tax liability by April 15, through withholding plus your extension payment, the IRS generally waives the failure-to-pay penalty on the remaining balance, provided you pay the rest by October 15. So the goal when you file a tax extension isn’t necessarily to pay every last dollar in April, it’s to get to that 90% mark. Hit 90% and the penalty disappears even though you technically still owe a bit at filing time.
Consider a worked example. A freelancer expects to owe $12,000 for 2025 but can’t finish the return. She files a tax extension on April 10 and pays $11,000, which is more than 90% of her estimated $12,000. When she files in July, her actual tax is $12,200. She owes the remaining $1,200, but because she paid over 90% by April 15, the IRS waives the failure-to-pay penalty, and she owes only a small amount of interest on the late $1,200. Compare that to filing the same extension and paying $0: she’d owe failure-to-pay penalties and interest on the full $12,200 for three months. The extension was identical in both cases; the payment is what separated a clean outcome from a penalty.
A common mistake is treating the extension as permission to deal with the bill later. People file a tax extension, breathe a sigh of relief, and forget that the IRS clock on the payment never stopped. Then a notice arrives in the summer with penalties and interest they didn’t expect. The mental model that prevents this is: extension equals more time for paperwork, never more time for money. Two jobs, not one.
If you genuinely can’t pay what you owe by April 15, you still file the extension and pay what you can, then set up an IRS payment plan for the balance. Filing the extension and paying partially is far better than paying nothing, because every dollar you pay reduces the base the failure-to-pay penalty and interest are calculated on. And filing the extension still kills the much larger failure-to-file penalty. The worst move is to skip the extension entirely because you can’t pay, which stacks the 5% failure-to-file penalty on top of everything.
It’s worth separating interest from penalties when you file a tax extension without full payment, because they’re different charges. The failure-to-pay penalty is a flat 0.5% per month of the unpaid balance. Interest is separate, charged on both the unpaid tax and on the penalties themselves, and the IRS sets the interest rate quarterly based on the federal short-term rate plus three points. Interest can’t be waived for reasonable cause the way penalties sometimes can; it’s statutory and it compounds daily. So an unpaid balance after you file a tax extension grows on two tracks at once. This is another reason to pay as much as you can by April 15 rather than leaning on the extension, because the only way to stop both clocks is to pay the tax.
There’s also a question of where the penalty money goes if you do nothing. Some people assume the IRS will just net it out of next year’s refund quietly. It does apply refunds to back balances, but interest and penalties keep accruing in the meantime, and the IRS can also file a federal tax lien once a balance gets large enough and stays unpaid. A lien attaches to your property and shows up when you try to sell a home or borrow. None of that happens if you file a tax extension, pay your estimate, and settle the small remainder on time. The gap between handling it correctly and letting it slide isn’t just a few dollars of penalty; at the extreme it’s a lien on your house. That’s a strong argument for paying the estimate with the extension rather than treating the bill as future-you’s problem.
Looking ahead, build your April plan around the payment, not just the form. When you know you’ll file a tax extension, calculate your estimated liability early, set aside the cash, and pay it by April 15 through Direct Pay. Our tax strategy consulting helps clients project their liability before the deadline so the extension payment is accurate and there are no summer surprises. The extension is free and easy; the discipline is in paying the bill on time even when the return isn’t done.
What is the deadline to file a tax extension and what is the new deadline after?
You must file a tax extension by April 15, 2026, the same day your 2025 return would otherwise be due. File Form 4868 by that date and your new filing deadline becomes October 15, 2026, exactly six months later. Both dates are confirmed on the IRS “When to File” page. Miss the April 15 window to request the extension and you can’t file a tax extension after the fact, the deadline to ask for more time is the same as the deadline to file.
That last point catches people off guard. An extension isn’t something you can file in May to retroactively cover a return you didn’t submit in April. The request itself has to be in by April 15. If April 15 passes and you neither filed your return nor filed a tax extension, you’re now late, and the failure-to-file penalty starts accruing on any unpaid tax at 5% per month. So the timing is strict: the extension request and the original return share the same April 15 deadline.
Once you file a tax extension on time, October 15, 2026 becomes your hard deadline to submit the actual return. There’s no second extension for individuals in ordinary circumstances. You can’t extend the extension. October 15 is the end of the road, and a return filed after that date is late, with the failure-to-file penalty applying from October 16 forward on any unpaid balance. So while the extension feels generous, treat October 15 with the same seriousness you’d give April 15.
You don’t have to wait until October to file, of course. The extension gives you a window from whenever you’re ready up through October 15. Many people file a tax extension in April and then complete their return in May, June, or July once their late documents arrive. There’s no penalty for filing in June versus October, as long as you’ve paid your liability. The extension simply caps how late you can go. File the moment your documents are complete; the October 15 date is a ceiling, not a target.
Here’s a worked timeline. You file a tax extension through IRS Direct Pay on April 9, 2026, and pay your estimated $5,000. Your filing deadline is now October 15. Your missing K-1 arrives June 20. You finish and e-file your return July 2. You filed three and a half months ahead of the extended deadline, you paid on time in April, and you owe no penalties. That’s the extension working exactly as intended: it gave you breathing room without costing you anything, and you didn’t drag it out to the last day.
Some taxpayers get extra time automatically without filing a tax extension at all. U.S. citizens and resident aliens living and working abroad get an automatic two-month extension to June 15, 2026, just by being overseas on the regular due date. They can then file Form 4868 to push to October 15 if they need even more time. Active-duty military serving in a combat zone get additional time tied to their deployment. And taxpayers in federally declared disaster areas get IRS-postponed deadlines, sometimes well beyond October 15. If any of these apply to you, your deadline to file a tax extension and your final filing date may differ from the standard schedule, so check the specific relief for your situation.
A common mistake is confusing the extension deadline with the payment deadline, then assuming October 15 is when everything is due. It isn’t. The payment was due April 15 regardless of the extension. October 15 is only the deadline to file the return. People who think they have until October to pay get a nasty surprise when penalties and interest have been accruing since April. Keep the two deadlines separate in your head: April 15 to pay and to request the extension, October 15 to file the return.
Don’t forget your state has its own extension deadline. New York requires a separate Form IT-370 filed by April 15, 2026, which extends your New York return to October 15 as well. But you must file it separately from your federal extension. Other states have their own deadlines and forms. So when you file a tax extension federally, check and meet your state’s extension deadline the same day, or you’ll be late on the state return even if you’re covered federally.
People sometimes ask whether they can file a tax extension and then change their mind, filing the actual return before the extension deadline. Absolutely, and that’s the normal case. Filing a tax extension never obligates you to wait until October. It simply raises the ceiling on how late you can file. The day your documents are complete, file the return; the extension quietly retires with no further action needed. There’s also no penalty or downside to filing an extension you end up not needing. If you file Form 4868 in April and then your K-1 arrives early and you file in May, the extension cost you nothing and protected you in case the documents had been delayed. That asymmetry, free if unused and protective if needed, is exactly why filing a tax extension as a precaution makes sense whenever there’s any chance you won’t finish by April 15.
One nuance for joint filers: a single Form 4868 covers both spouses on a joint return. You don’t each file a separate extension. But if you’re married and might file separately, each spouse needs their own extension tied to their own Social Security number and their own estimated liability. Get this wrong and one spouse can end up unextended and exposed to the failure-to-file penalty. When the filing status for the year is still undecided in April, the safe move is to make sure each person’s situation is covered, then sort out joint versus separate when you actually file by October 15.
The forward-looking takeaway: mark April 15, 2026 as a double deadline, the day to request your extension and the day to pay any balance, and mark October 15, 2026 as the absolute last day to file. Don’t treat October as a license to procrastinate; file the moment your documents are in. If you want a CPA to track both deadlines and file everything on time, our individual tax return service handles the extension, the payment, and the final return so nothing slips. Knowing the dates is half the battle; respecting both of them is the other half.
Do I need to file a separate state tax extension in New York?
Yes. New York does not honor your federal extension automatically, so to extend your New York State return you have to file a separate tax extension using Form IT-370. You submit it by April 15, 2026, through your New York State Online Services account or through tax software, and it extends your New York personal income tax filing deadline to October 15, 2026. Filing federal Form 4868 alone does nothing for your New York return. This is the wrinkle that catches New York City filers every spring: they file a tax extension with the IRS, assume they’re covered, and miss the state entirely.
The state mirrors the federal logic in one important way. Just like the IRS, New York treats Form IT-370 as an extension of time to file, not an extension of time to pay. Any New York tax you owe for 2025 is still due April 15, 2026. If you file the state extension but don’t pay your New York balance, the state charges its own penalties and interest separate from anything the IRS imposes. So when you file a tax extension in New York, you have the same two-job structure as the federal side: file Form IT-370 and pay your estimated state balance, both by April 15.
New York actually requires that you pay your properly estimated state tax liability with the extension for it to be valid. The state expects a good-faith estimate and payment of any balance due. If you file Form IT-370 with no payment when you clearly owe, New York can treat the extension as invalid, which exposes you to the state’s failure-to-file penalty. This is stricter than people expect, so don’t file an empty New York extension. Estimate what you owe the state and pay it.
Here’s how the two-jurisdiction process looks in practice. Take a New York City graphic designer who expects to owe $6,000 federally and $1,500 to New York. On April 11, she files federal Form 4868 through IRS Direct Pay and pays $6,000. Then she logs into her New York State Online Services account, files Form IT-370, and pays $1,500. She’s now extended both returns to October 15 and paid both estimated balances on time. When she files the actual returns in the summer, she owes little or nothing more and faces no penalties on either side. Two extensions, two payments, one afternoon.
Now the wrong way. The same designer files a tax extension federally, pays her $6,000, and assumes that covers New York too. She files nothing with the state. When she completes her New York return in August, she owes the $1,500 plus New York’s failure-to-file penalty (which, like the federal version, is far steeper than the failure-to-pay penalty) plus interest. Her mistake wasn’t the federal extension, which she handled perfectly. It was assuming one extension covers two governments. In New York, it never does.
If you live or work outside New York, your rules will differ. Some states automatically extend your return when you file the federal Form 4868, often requiring you to attach a copy or check a box. Some states have their own extension form like New York’s IT-370. A few states, including several with no income tax, require no extension at all because there’s no state return to file. The only way to know is to check your specific state’s department of revenue. Don’t assume your federal extension travels with you across state lines, because in many states, including New York, it doesn’t.
A common mistake beyond forgetting the state form entirely is filing the New York extension but using the wrong payment estimate. New York City residents also owe city income tax, which is administered through the same New York State return. So your “state” balance includes New York City tax for city residents. When you estimate what to pay with Form IT-370, make sure you’re accounting for both the state and city portions, not just the state rate. Underestimate because you forgot the city tax, and you’ll fall short of paying your full balance, triggering penalties on the gap.
For anyone with income in more than one state, this gets more involved. If you moved during 2025, worked remotely across state lines, or have rental or business income sourced to another state, you may need to file a tax extension in multiple states, each with its own form, deadline, and payment. This is exactly the kind of situation where a CPA earns their fee, because tracking three or four state extensions plus the federal one by April 15 is easy to botch. Our tax strategy consulting and individual return service handle multi-state extensions so nothing falls through.
One detail New York filers miss: the state extension and the city tax interact in a way the federal extension never has to deal with. New York City residents pay city income tax through the same New York State return and the same Form IT-370 extension. There’s no separate city extension form. So a single IT-370 covers both your state and city filing obligations, but your estimated payment with it has to cover both the state and city tax you expect to owe. Treating the city tax as an afterthought is the most common way New York City filers underpay their extension and trigger penalties on the gap. Run the city rate into your estimate from the start.
If you’re unsure whether you even owe New York for 2025, file the extension anyway. The cost of an unnecessary New York extension is zero, and the cost of skipping it when you turn out to owe is the state’s failure-to-file penalty. New York treats a missing extension the same way the IRS does: harshly on the filing side. So when you file a tax extension federally and you have any New York filing obligation, file Form IT-370 as a matter of routine. You can have a zero balance and still want the extension to protect against the failure-to-file penalty on a return that turns out to owe more than you expected once all the numbers are in.
The forward-looking answer for New Yorkers: when you file a tax extension, do it twice, once with the IRS via Form 4868 and once with New York via Form IT-370, and pay both estimated balances by April 15, 2026. Build the state extension into your April routine rather than treating it as an afterthought. The federal extension is the one everyone remembers; the New York extension is the one that quietly generates penalties when it’s forgotten. File both, pay both, and your October return is clean on both sides.
What happens if I do not file a tax extension or my return by April 15?
If you don’t file a tax extension and you don’t file your return by April 15, 2026, the IRS hits you with the failure-to-file penalty, which is the most expensive penalty in the individual tax system at 5% of your unpaid tax per month, up to 25%. On top of that comes the failure-to-pay penalty at 0.5% per month and interest compounding daily. The IRS details all three on its penalties page. This is the exact scenario a tax extension exists to prevent, and the cost of skipping the extension is steep compared to the ten minutes it takes to file one.
Start with the math, because it’s dramatic. Say you owe $10,000 and you file nothing, no return and no extension, by April 15. The failure-to-file penalty is 5% of $10,000, or $500, for each month or part of a month you’re late, capping at 25% ($2,500). The failure-to-pay penalty adds 0.5%, or $50 per month. When both penalties apply in the same month, the failure-to-file penalty is reduced by the failure-to-pay amount, so the combined rate is 5% per month, not 5.5%. Even so, after five months you’re looking at roughly $2,500 in failure-to-file penalty plus interest. Filing a tax extension would have eliminated the entire failure-to-file penalty, dropping your exposure to a few hundred dollars. That’s the price of silence.
The asymmetry between the two penalties is the whole reason to file a tax extension even if you can’t pay. The failure-to-file penalty (5%) is ten times the failure-to-pay penalty (0.5%) on a monthly basis. So the single most damaging thing you can do is fail to file or extend. If you file a tax extension but can’t pay, you’ve swapped the 5% penalty for the 0.5% penalty, a tenfold reduction. That’s why every CPA repeats the same advice: even with no money to send, file or extend by April 15 to kill the big penalty.
Here’s a worked comparison. Two taxpayers each owe $10,000 they can’t pay. Taxpayer A files a tax extension on April 14 and pays nothing. Taxpayer B files nothing at all. Both finally file and pay in September, five months late. Taxpayer A owes only the failure-to-pay penalty (0.5% x $10,000 x 5 = $250) plus interest, because the extension wiped out the failure-to-file penalty. Taxpayer B owes the failure-to-file penalty (capped at 25%, so $2,500) plus interest. Same income, same debt, same payment date, and Taxpayer B pays roughly $2,250 more, purely for not spending ten minutes to file a tax extension. The extension was free; not filing it cost B over two thousand dollars.
There’s a separate, often-overlooked penalty for being more than 60 days late filing. If you file your return more than 60 days after the deadline (including extensions), the minimum failure-to-file penalty is the smaller of a set dollar amount (which the IRS adjusts for inflation) or 100% of the unpaid tax. So even on a small balance, blowing past the deadline by two months triggers a meaningful minimum penalty. Filing a tax extension and then filing by October 15 keeps you clear of this entirely. It’s another reason the extension is worth filing even when your return isn’t ready.
What if the IRS owes you a refund? Then the penalty math flips, because penalties are calculated as a percentage of unpaid tax. If you’re getting money back, you have no unpaid tax, so there’s no failure-to-file or failure-to-pay penalty even if you blow past April 15 without an extension. You can technically file late with no penalty when you’re due a refund. But there’s a trap: you only have three years from the original deadline to claim that refund. Miss the three-year window and the money is forfeited to the Treasury permanently. So even refund filers should file a tax extension or file on time, because letting a refund go unclaimed is just handing the government your money.
A common mistake is people who can’t pay deciding to “just not file” out of fear or avoidance. This is the worst possible choice. Not filing doesn’t make the debt disappear; it stacks the 5% failure-to-file penalty on top of the tax, the failure-to-pay penalty, and the interest. The IRS also has years to come after unfiled returns, and an unfiled return keeps the statute of limitations open indefinitely. Filing a tax extension and then a return, even with a balance you pay over time through an installment agreement, is always better than hiding. The IRS is far more forgiving of taxpayers who file and arrange to pay than of those who go dark.
One more angle worth knowing: not filing a tax extension also keeps the statute of limitations open. The IRS generally has three years from the date you file a return to audit it or assess additional tax. But that clock doesn’t start until you actually file. Leave a return unfiled and there’s no statute of limitations at all, meaning the IRS can come back years or even decades later to assess the tax plus penalties and interest. Filing a tax extension and then filing the return starts that three-year protection running. So beyond the immediate penalty math, filing rather than going dark is what eventually closes the book on a tax year. An unfiled return never closes.
If you’ve already missed the deadline and didn’t file a tax extension, act immediately. File the return as soon as possible, because the failure-to-file penalty stops accruing once you file. Pay what you can to slow the failure-to-pay penalty and interest. If this is your first time being late and you have a clean compliance history, you may qualify for the IRS first-time penalty abatement, which can remove the failure-to-file and failure-to-pay penalties for one year. It’s worth requesting. Our individual tax return service can help you file late returns and pursue penalty relief.
The forward-looking lesson: never let April 15 pass without either filing your return or filing a tax extension, regardless of whether you can pay. The extension is free, takes minutes, and eliminates the single largest penalty the IRS charges individuals. The only thing worse than owing tax you can’t pay is owing that tax plus a 25% failure-to-file penalty you could have avoided with one form. When in doubt, file the extension; it’s the cheapest insurance in the entire tax code.