How to Pay Quarterly Estimated Taxes Online – IRS & IL DoR

UPDATED 12/31/2021: Due to a new law, Illinois S-Corps and Partnerships should generally now pay quarterly IL state (not federal) taxes through the business, rather than personally. This post below is about how to pay IRS and IL taxes personally; here’s how to make IL business tax payments.


There are multiple options for paying personal quarterly estimated taxes. You can a) have your tax preparer create vouchers for you, that you then print and mail with a check; b) prepare your own vouchers for the IRS and IL DoR; c) pay online.

As of March 2020, federal and state agencies and the Postal Service are having so many challenges with paper-mailed checks and vouchers that we are encouraging everyone to make any tax payments online.

If you want to pay online, the easiest way to do this is to use IRS Direct Pay and IDOR MyTaxIllinois. Paying online offers confirmation that the payment made it to the agency, reducing the chance of issues down the road, especially if the check is lost in the mail or routed incorrectly in the processing department. It also allows taxpayers to be very clear about what type of tax and tax period are being submitted, again eliminating confusion on the part of the agency and preventing future problems.

If you are paying online, I recommend making payments one day before the due dates, as sometimes it takes overnight for the agencies’ systems to process payments. The funds are usually pulled from your bank account the same day or one day later, so there is very little wiggle room.

You do not have to have an account with either the IRS or IL DoR in order to make payments using these methods.

Internal Revenue Service (IRS)

For the IRS, once you get to the site, select the following options (noted in the screen shot below) — 1) the reason for the payment, 2) the form you would be mailing in if you weren’t doing this online, and 3) the year to which the payment should apply… for example, for 4th-quarter 2019 personal estimated taxes, you’d select the following:

Settings for IRS Direct Pay

Here’s a nice little video that walks you through the process of verifying your identity.

Illinois Department of Revenue (IDOR)

For the IDOR, go to the MyTax Illinois site (if you already have an account for sales taxes or another reason — do not log in, unless you are making business tax payments), and then click the “> Make an IL-1040, IL-1040-ES, or IL-505-I payment” link (see print screen below).

image.png

Then follow the instructions for making a quarterly estimated tax payment; it will make you enter your personal information (SSN, etc.) and ask you what kind of tax payment you wish to make.

It may require you to enter your driver’s license information or your AGI from a past tax return to confirm identity and get your IL-PIN.

Then it will take you to a Payment Information page.

You’ll want to select “IL-1040 Estimated Payment” and enter your tax year. Make sure it’s for the correct year and quarter — this is very important. The example below is for the fourth quarter of 2021.

Then, enter your payment information and click the Submit button.

It will require you to enter and confirm your email address before clicking OK.

Make sure to print the confirmation screen, even though they will send you an email receipt — every once-in-a-while IDOR fails to push the request through, and the amount is not debited or recorded. If you have the print-screen, you can prove you attempted to pay it on-time and that the mistake was theirs.

It will also include a confirmation code, the date/time of the request, the reporting period and amount, and bank withdrawal information. You can click “Printable Confirmation” or just print the webpage to pdf.

Please make sure to note how much you paid to each agency and on which dates — and let your tax preparer know this information as well. Securely uploading copies of the final confirmation screen to your tax preparer or bookkeeper is a great practice, so they can easily store the info in your file.


If this or any other posts on the website were useful to you, and your financial situation permits it, please consider contributing to my tip jar. Ths allows me to continue to provide free accounting resources to small businesses who do not have the funds available to hire a CPA.

For Gusto Payroll Clients – How to Distribute W-2 forms to Employees

If you are a Gusto payroll client, and you have employees who need their annual W-2 payroll tax forms, then the easiest way to handle it is to make sure you have entered all of their email addresses into the Gusto system under each employee’s profile. The employee will receive an automated email from Gusto asking them to create an online account. Once they have done this, they will receive notifications each time a W-2 form or paystub is available for secure download.

If for some reason your employee does not consent to online delivery, or if they do not have an email address, you can print the W-2 and give or mail it to them.

Gusto files the required federal, state and local copies of W-2 forms to the appropriate tax agencies, so you don’t need to order special paper stock in order to print and mail copies of W-2s — you can just print them on regular paper for those employees who may need it.

Gusto provides specific instructions for each of these options here.

To recap, there are three methods to issuing your employees their W-2 forms —
Method 1: Enable your employees online access to their Gusto accounts so that they can obtain their W-2 forms electronically.
Method 2: Download individual W-2s, and distribute them to specific employees.
Method 3: Print the entire W-2 PDF bundle, and distribute them to all employees.

As you probably know if you are a regular reader of my blog, I am a big fan of Gusto. They have made many improvements over the past few years, and at this point they really blow away the competition, especially with their QuickBooks Online integration. (I am not being paid to say any of this — I am simply a big fan, having spent way too many years dealing with payroll company frustrations.)

And if you are a client of mine, but aren’t using Gusto payroll yet and would like to — just let me know, or sign up here! You will receive a 15% discount, since I do not accept revenue shares.

For those of you who are not clients of mine, but are interested in using Gusto for payroll, sign up here!

And for colleagues who are interested in offering Gusto as an option to your own bookkeeping and accounting clients, let me know and I’ll introduce you to my rep, Annie Arthur — who is seriously the best.

Source: Distribute W-2 forms to employees

Tax Season 2020 Opens January 27th

The Internal Revenue Service announced this week that the official opening day of the 2020 tax season for individuals will be Jan. 27, which is when the IRS starts to accept and process 2019 federal tax returns. You have until April 15 to file your return and pay your tax bill.

This year, taxpayers with adjusted gross incomes of $69,000 or less can use free commercial software by going to IRS.gov/freefile. Free File will open by the afternoon of Jan. 10, although taxpayers won’t actually be able to file their returns until the start of the tax season, Smith said.

Source: Tax season 2020: The IRS made it easier to file tax forms for free – The Washington Post

Yes, QuickBooks Online is Down Right Now.

Happy New Year, From Intuit!

Yes, QuickBooks Online is down right now.

I’m getting an awful lot of questions from clients about this, as well as being frustrated with it myself. So I thought now would be a good time to remind you of an old blog post (I’ve also just added this link to my Links page in the Resources section of our website so you don’t have to search the Blog for “Is QuickBooks Down” anymore).

NSAC Webinar on Internal Controls – Jan 30

Wanted to give you a heads-up on a January 30th webinar offered through National Society of Accountants for CooperativesCooperative Learning Network. (You do not have to be a member to attend.)

I took a webinar a couple of months ago through NSAC by this same presenter, Steve Dawson of Dawson Forensics. I found his style to be approachable and friendly, and the information useful and applicable to all small businesses, not just cooperatives. He even kindly took the time to speak with me afterwards when I emailed to ask for some follow-up information, and offered his time gratis to a client with a time-sensitive question. Clearly he is passionate about helping others in the field.

This upcoming 1-hour webinar (which I will also be attending) seems like something that would be useful for any small business that has grown enough that it has a need for internal controls, but does not know which ones or how to implement them — as well as for accounting and bookkeeping professionals who would like to assist their small business clients in this area. I am eager to hear actual case examples as illustrations of what went wrong and what could have been done to prevent the issues in the first place.

This session focuses on the most common types of internal fraud occurring in Cooperatives. Actual case occurrences serve as the backdrop for presenting what went wrong, the lack of or failure of internal controls, and what can be implemented now to alleviate these types of occurrences in the future.

Source: NSAC Cooperative Learning Network – Internal Controls- Closing the Barn Door before the Cows get out!

2020 W-4 Guide: How to Fill Out the New W-4 This Year

The new federal tax law, which went into effect for 2018 tax returns filed in 2019, is so ridiculously difficult and complex, that our old friend the W-4 form — which is used to help W-2 employees calculate the amount of taxes that should be withheld from each paycheck — is now a giant monster that overwhelms even those of us with countless hours of continuing education on the tax code.

Luckily, my favorite payroll company, Gusto, has put together the best step-by-step guide I’ve seen on accurately filling out the new form, so you can hopefully get the correct amount withheld from each paycheck and not owe a ton of money come tax-time.

That said, even in their blog they recommend using the IRS Tax Withholding Estimator instead, because the W-4 is so arduous at this point. We’ve gone from a half-page easy-peasy form that anyone can follow, to a monster — but if you want your taxes withheld properly, you’ve simply got to do one or the other (the new W-4 or the online withholding estimator).

In any case, thanks for making this a little easier on folks, Gusto! You explained it better than I’ve been doing, anyway.

Source: 2020 W-4 Guide: How to Fill Out a W-4 This Year | Gusto

Chicago Jan 2020 Business Education Workshops

Each month the City of Chicago offers twice-weekly (Wed & Fri) FREE business education workshops presented by experts in private practice as well as representatives from various city departments. There are quite a few good ones this month — see the list below — and they’re all offered at City Hall (right downtown and near public transit). To register for any of them, email BACPoutreach@cityofchicago.org or call 312.744.2086.

City Inspections – Ask Questions, Get Answers
Wed, January 8, 3:00 PM – 4:30 PM
City Hall, 121 N. LaSalle St. – 8th Floor, Room 805

Presented by the City of Chicago

To operate a successful business in Chicago you need to know what it takes to maintain compliance. Officials from several City departments will provide insight on how to operate safely, stay compliant, help prepare for inspections and highlight the do’s and don’ts of operating a business.

Business Licensing 101
Fri, January 10, 9:30 AM – 11:00 AM
City Hall, 121 N. LaSalle St. – 11th Floor, Room 1103

Presented by the City of Chicago Departmentof Business Affairs and Consumer Protection (BACP)   

Attendees will learn the 3 steps to obtain a business license and access free business resources to start or expand their business. 

Accounting in Quickbooks
Wed, January 15, 3:00 PM – 4:30 PM
City Hall, 121 N. LaSalle St – 8th Floor, Room 805

Presented by Trak Patel, ARCC Consulting

Learn how to keep your financial record-keeping books using QuickBooks. We will identify the differences between QuickBooks Online vs. QuickBooks Desktop and list the important features and benefits.

Credit and Your Business
Fri, January 17, 9:30 AM – 11:00 AM
City Hall, 121 N. LaSalle Street – 11th Floor, Room 1103

Presented by AnnetteVega, CIBC Bank

This workshop will help the attendees understand the importance of credit,calculating their global cash flow, collateral and capitalization.

How To Really Start Your Own Business
Wed, January 22, 3:00 PM – 4:30 PM
City Hall, 121 N. LaSalle St. – 8th Floor, Room 805

Presented by Score Chicago

Do you have what it takes to start and run a successful business? If so, what first steps should you take? This workshop will help you assess your prospects, give you the initial direction you need, and inspire you to move forward to realize your dream.  Workshop topics include myths, business opportunities, assessing your journey, organization, insurance, regulations, funding and cash management, business and marketing plan.

Facebook and Instagram Posts: Take Your Posts to the Next Level
Fri, January 24, 9:30 AM – 11:00 AM
City Hall, 121 N. LaSalle Street – 11th Floor, Room 1103

Presented by Francisco Ramirez, Chimbly Consultants, LLC

Have you been posting for some time, but struggling to reach or engage your audience? Are you confused by how the algorithms decide whether or not to show your posts? Participants of this workshop will examine Facebook and Instagram posts and compare what makes a post rise to the top and what knocks a post off news feeds. Participants will leave with tools to take their posts to the next level.

Resources for Women Entrepreneurs, by Women Entrepreneurs
Wed, January 29, 3:00 PM – 4:30 PM
City Hall, 121 N. LaSalle St. – 8th Floor, Room 805

Presented by the Women’s Business Development Center (WBDC) and Bossy Chicago

Are you a business owner tired of trying to search through all the resources that might benefit your business growth? There’s a lot of support out there for women-owned businesses, but it can be hard to find the right resources and community for your business. Join Bossy Chicago and the Women’s Business Development Center as they discuss the vast ecosystem of support services for women entrepreneurs. Participants will leave with a plan of action to start and grow their women-owned business.   

To register for a workshop, email BACPoutreach@cityofchicago.org or call 312.744.2086.

Also, in case you weren’t aware, BACP offers a Business Start-Up Certificate Program, designed to give business owners the essential elements in starting and growing a business. Attend nine workshops at BACP and learn the essentials of business planning, financing, marketing, legal issues, technology and more. Complete the program workshops within six months and earn your certificate, as well as get free advice on your business plan. You can register for the Business Start-Up Certificate Program at any BACP workshop. Learn about the full set of BACP offerings here.

And visit their Business Video Library here.

Source: City of Chicago :: Business Education Workshop Calendar

Happy Holidays – Santa To Collect Sales Tax?

Happy Holidays! I’ve been meaning to write a comprehensive post about the changes in state sales taxes since the June 2018 Supreme Court “Wayfair” decision — which as many of you know, overruled the physical presence rule.

“While having a physical presence in a state still establishes a sales tax collection obligation, physical presence is no longer requisite.” As a result, states won the right to tax remote sales.

As Accounting Web notes:

In the year and a half since the decision, 43 of the 45 states with a general sales tax (plus Washington, D.C.) have adopted economic nexus: They now require sellers with no physical presence but a certain amount of sales and/or transactions in the state to register with the tax department and collect and remit sales tax.

In the spirit of the holidays, Accounting Web reports that the City of North Pole, Alaska, is considering joining a local municipal league to tax online sales.

The Alaska Intergovernmental Remote Seller Sales Tax Agreement will “implement single-level, statewide administration of remote sales tax collection and remittance.” It will be overseen by the newly formed Alaska Remote Seller Sales Tax Commission.

During the December 2, 2019, North Pole City Council meeting, North Pole Mayor Mike Welch said “an online sales tax is something we have to do.”

Sorry for the extra administrative burden, Santa! If it’s anything like Illinois sales taxes, my guess is that it’s tougher than squeezing down a chimney — but seeing as you’ve mastered that challenge, I bet you’re up to this as well. Just make sure to consult with a small business tax professional first.

Source: Santa and Sales Tax: News from the North Pole | AccountingWEB

CPA Practice Advisor to Host Free Online CPE Conference for CPAs & Tax Pros: Dec. 12, 2019

For CPAs and other Tax Professionals: please join CPA Practice Advisor on Thursday December 12, from 9 am to 7 pm EST, at www.ensuringsuccess.com —  its annual free live-streaming conference — to earn up to 10 hours of continuing professional education at no cost.

This free online conference is recognized by the AICPA, and NASBA for CPE credit, and certain sessions also qualify for IRS CE credit. The first session starts at 9 am EST, with sessions starting each hour, on the hour, until 7 pm.

Check out the full session list here — https://www.ensuringsuccess.com/2019-sessions — there are courses on marketing, payroll, sales taxes, tax planning, HR, tech advisory, auditing, accounting trends, financial planning and more.

Source: CPA Practice Advisor to Host Free Online CPE Conference for CPAs & Tax Pros: Dec. 12, 2019

When to Expect Your 2020 Tax Refund

CPA Practice Advisor has released their annual estimated timeline for when a taxpayer is likely to receive their refund based on when they file, based on what we currently know about the upcoming tax season and projections based on prior years. They point out that the TCJA tax reform is still affecting many Americans’ ability to file timely, that Congress often delays tax season by issuing last-minute tax laws in December, and the IRS is also delaying refunds on tax returns that include the Earned Income Tax Credit (EITC) and the Child Tax Credit (CTC). Barring any of these issues, here’s what they’re predicting.

IRS Accepts Between These Dates ===> Direct Deposit Sent (Or Check Mailed)

1/20/19 – 1/24/19 — >   Friday 1/31/20 *  

1/27/19 – 1/31/19   — > Friday 2/7/20

2/3/19 – 2/7/19   — > Friday 2/14/20 **  

2/10/19 – 2/14/19 — >   Friday 2/21/20 **  

2/17/19 – 2/21/19   — > Friday 2/28/20

2/24/19 – 2/28/19 — >   Friday 3/6/20

3/2/19 – 3/6/19   — > Friday 3/20/20 ***  

3/9/19 – 3/13/19 — >   Friday 3/27/20

3/16/19 – 3/20/19 — >   Friday 4/3/20

3/23/19 – 3/27/19   — > Friday 4/10/20

* = IRS may delay tax filing season by one week or more due to changes in tax law.

** = Returns with EITC or CTC may have refunds delayed until late February to verify credits.

*** = Filing during peak season can result in slightly longer waits.

3/29/19 – 4/3/19 — > Friday 4/17/20

4/6/19 – 4/10/19 — >   Friday 4/24/20

4/13/19 – 4/12/19 — >   Friday 5/1/20

4/20/19 – 4/24/19 — >   Friday 5/8/20

4/27/19 – 5/1/19 — >   Friday 5/15/20

5/4/19 – 5/8/19 — >   Friday 5/22/20

5/11/19 – 5/15/19 — >   Friday 5/29/20

5/18/19 – 5/22/19   — > Friday 6/5/20

5/25/19 – 5/29/19   — > Friday 6/12/20

6/1/19 – 6/5/19   Friday 6/19/20

IMPORTANT: If you file electronically (using an online tax program or preparer), the IRS will notify you of the actual date they “accepted” your return. This is often 1-3 days from the time you actually hit the “file” button, and it is this date that you need to use for the above chart.

Taxpayers who mail a paper version their income tax return can expect at least a 3-4 week delay at the front-end of the process, as the return has to be digitized before it can be processed.

Source: 2020 IRS Refund Chart: When to Expect a Tax Refund

Accounting Services for Small Businesses