Kiplinger’s Best Values in Tax Software, 2021

#1 - FreeTax USA

• Pros: Free federal return for even complex tax situations
• Cons: Program can’t import W-2s and 1099s
• Website: freetaxusa.com

FreeTax USA still earns top marks this year for making the tax-filing process as smooth as possible. Unlike the other programs, such as those offered by H&R Block and TurboTax, you don’t need to upgrade to a more expensive version to report health savings account contributions, gig income or investment income. Both of our fictional taxpayers were able to file a federal tax return for free.

However, FreeTax’s treatment of stimulus payments could confuse some users. The program refers to the taxpayer’s “economic impact payment” with “stimulus” in parentheses. If you’re a nervous taxpayer, that could be alarming. (Other programs we reviewed were more straightforward in their stimulus nomenclature.)

If you have questions about your stimulus payment (or anything else), live help is available for just $7. FreeTax is also a good option for taxpayers who need to file multiple state tax returns, which cost just $13 each. If our single taxpayer required live tax help along the way, his grand total would be $33 to file a federal tax return and two state returns.

#2 - Credit Karma Tax

• Pros: Free federal return and one free state return for all tax situations
• Cons: Doesn’t support multiple state returns
• Website: creditkarma.com/tax

Credit Karma is the clear winner when it comes to cost. The tax software is still free and supports nearly all of the forms the average taxpayer needs.

But things have changed since last year, when this program received our top ranking. In late November, Credit Karma Tax was purchased by Square, a financial technology company that developed Cash App, a mobile payment service. With a new overlord comes potential privacy concerns, as you’ll be asked early on if you want to sync your tax and Cash App data. Note that you can opt out of this information-sharing request.

Even though the website states that you can import previous year’s tax returns from competitors such as H&R Block and TurboTax, no import button appeared during our test-drive. As was the case in the past, the program can’t handle multiple state returns, which makes it unpalatable for people who need to file in more than one state. Our fictional single taxpayer would need to buy a different program to file just one more state tax return. The program was more useful for our couple, who needed to file only one state return. For example, it went the extra mile to make sure all identification numbers were valid when reporting unemployment benefits. If cost is your biggest concern and you didn’t move last year, this program will deliver.

#3 - TurboTax

• Pros: Superior navigation, plenty of support, imports W-2s and 1099s
• Cons: Costly, even for straightforward returns
• Website: turbotax.com

TurboTax is the Mercedes of tax software, promising a smooth ride with plenty of bells and whistles and handholding along the way. Answers to your questions are readily available via the TurboTax community, how-to videos and other resources.

The program is a breeze to navigate, even if you need to go back to add information or fix errors. But you’ll pay a premium for this luxury vehicle. TurboTax’s free product is limited to taxpayers who claim the standard deduction, have only W-2 income and don’t deduct student loan interest (even though this deduction is available to nonitemizers). And it doesn’t take much to require an upgrade to the paid versions. Because our fictional single taxpayer had $5,000 in freelance income, he was required to use TurboTax Self-Employed, which costs $90. His two state tax returns cost $80, for a total of $170. On the plus side, TurboTax did a nice job of breaking down his state tax obligations based on where he lived last year. The married couple had to upgrade to TurboTax Premier ($70) because they had $5,000 in investment income.

#4 - TaxSlayer

• Pros: Low cost; imports W-2s and previous-year return
• Cons: Marginal guidance; fee for professional help
• Website: taxslayer.com

If you know your way around the tax laws, Tax­Slayer Classic is a bargain. For only $17, you get access to all the forms you need. There are no forced upgrades if you have income from a side job, pay student loan interest, contribute to a health savings account or have any other tax situation that’s beyond the basics. You’ll have to pay an extra $32 for each state return, but even so, for our hypothetical single taxpayer who lived in two states last year, the total bill for one federal and two state returns is $81. That’s not bad when compared with the competition.

If you get stuck on a tax question, there’s some basic guidance available. Free e-mail and phone support is offered, too. But if this is your first time preparing a tax return on your own, you might want to upgrade to TaxSlayer Premium for an extra $20. Not only will that bump you to the front of the line for e-mail and phone support, but it will also get you live chat and help from a tax professional. Because the written advice is only so-so and navigation can be tricky, you’ll recoup that $20 and more if a tax pro helps you avoid a costly mistake on your return.

#5 - H&R Block

• Pros: Deluxe offering now available for gig workers
• Cons: High price
• Website: hrblock.com

If consistency is what you’re looking for, H&R Block does not disappoint. Last year, the company offered eight options with prices tied to the forms you needed to use and avail­ability of live tax help. This year, the company has scaled back to four programs, and each has the option to add live help before you start or as you’re working through the program.

The Deluxe offering, which costs $30, did a good job of recognizing tax issues that arose because of the pandemic. The program explains how to report unemployment benefits and claim any stimulus money you haven’t already received. Gig workers who don’t have any deductible expenses to report don’t have to upgrade to H&R Block Self-Employed. However, our single taxpayer had to use the Self-Employed version because he had deductible business expenses. His cost: $84.99, plus $36.99 for each state return; because our hypothetical taxpayer moved to another state, his total cost was about $159.

On the plus side, retirees, students and workers with just W-2 income should be able to file a federal return and up to three state returns for free by using Block Free Online. (They may also be eligible for IRS Free File.)

#6 - TaxAct

• Pros: Frequent tax tips; imports W-2s and previous-year return
• Cons: Limited support
• Website: taxact.com

TaxAct has improved its navigation since our last tax software review, with easily digestible tax advice sprinkled throughout the program. But you won’t get much help with your questions (unless you’re willing to pay for it), so users need to be comfortable with the tax code to use this program effectively.

On the plus side, TaxAct lowered prices for its federal tax returns from a year ago. Its Deluxe version, available to itemizers who don’t have investment income, is $24.95, down from $30 in 2020. But because our fictional single taxpayer had freelance income, he had to upgrade to TaxAct Self-Employed, which costs $64.95 for a federal tax return plus $44.95 for each state tax return. That works out to nearly $155 for a federal return and two state returns. Because the married couple had some investment income, they were required to use TaxAct Premier, which costs $34.95, plus $44.95 for a state tax return, for a total of about $80.