While paying taxes to Uncle Sam is never fun for anyone, if you can earn miles and points on something you have to pay anyway, which you can then use toward FREE TRAVEL, it makes the pain of parting with that money a little easier :).
Disclosure: This post contains affiliate links through which I may earn a bonus or referral if you make a purchase after clicking through.
5 Ways to Earn Miles and Points for Free Travel by Paying Your Taxes
1) TurboTax – 1,000 Points
File your tax return through TurboTax online after clicking through the offer from the Southwest Rapid Rewards Shopping Portal and earn 1,000 Southwest points.
You must purchase the 2019 online version of TurboTax Federal Free Edition, TurboTax Deluxe, TurboTax Premier, TurboTax Self-Employed or TurboTax Live (currently prices range from $40-$90; you may want to compare pricing to make sure that deal is worth it to you for the points). Other editions, like the TurboTax CD or the free programs, are NOT included in this offer.
These are BONUS points, so they DO NOT qualify toward earning the Southwest Companion Pass, which lets one person fly nearly free with you for up to two years.
2) H&R Block
At the Southwest Rapid Rewards Shopping Portal (here’s how to use the Rapid Rewards Shopping Portal if you’re not familiar), you can earn 6 points per dollar on H&R Block tax products.
The program terms state that only TaxCut Premium Software products and TaxCut online products are eligible. Additionally, there is a 25% discount on online tax filing products through April 15, 2020 and 35% off H&R Block software products.
AAdvantage e-Shopping Mall is offering 8 miles per dollar on certain H&R products with a similar discount of 25% off online products and 35% off software products, as well.
File your taxes through e-File.com via the Southwest Rapid Rewards Shopping Portal and earn 15 points per dollar. E-file.com has online tax software for federal and state tax returns. Prices are up to 50% less than other software programs.
The offer is good for new customers only and for paid products.
AAdvantage e-Shopping Mall is also offering 20 miles per dollar on e-File.com.
4) Pay for These Products with a Miles-Earning Credit Card
Thanks for using the links within this post or the TRAVEL CREDIT CARDS links in the main menu of GotoTravelGal.com (shown below) to review and apply for credit cards. This allows us to earn a commission — at NO COST TO YOU — to help support our free content. Thanks for your support!
To maximize the number of points you can earn by completing and paying your taxes through the above, pay for these products with a miles-earning credit card.
Consider cards like:
- Chase Sapphire Preferred (Lyn’s FAVORITE travel credit card; read our full review)
- Chase Sapphire Reserve (read our full review)
- Southwest Rapid Rewards credit cards (here are your options)
- Citi® / AAdvantage® Platinum Select® World MasterCard®
- Chase Freedom (which lets you earn 1.5 points per $1 on all expenditures)
- Capital One® Venture® Rewards Credit Card (earn 2 points per $1 on all expenditures), etc.
Then, in addition to the points you’ll earn by shopping through your chosen portal, you will earn even MORE points per dollar by using your travel credit card.
5) Pay with Plastiq
While ordinarily, you CANNOT pay your taxes with a credit card, Plastiq makes it possible. By paying your taxes with a credit card (which you will pay off within 30 days to avoid high-interest charges, right?), you can accrue points or miles depending on the card you use.
For example, you could earn Chase Ultimate Reward points by paying with the Sapphire cards or Chase Freedom, whose points can then be transferred to Southwest Airlines or British Airways (and other airline and hotel brands), for free travel.
Alternately, you could use your Southwest credit card to earn Southwest points directly. If you pay with your Southwest credit card, the points earned via the card DO qualify for the Southwest Companion Pass.
Plastiq charges a 2.5% fee (this is an affiliate link) for the ability to pay bills like taxes, a mortgage, rent or a car payment with a credit card.
Does that soften the blow a bit? I hope so! Here’s hoping you get a refund this year ;-).
- Top 10 FAQs About the Southwest Companion Pass
- Pay Mortgage, Rent or Taxes with a Credit Card to Meet the Minimum Spend
- How to Easily Fly a Family of 4 to Europe Nearly FREE