~$15K Worth of Flights Nearly Free From Just Two Chase Credit Cards — Here’s How I Did It

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~$15K Worth of Flights Nearly Free From Just Two Chase Credit Cards — Here’s How I Did It

Emily~$15K Worth of Flights Nearly Free From Just Two Chase Credit Cards — Here’s How I Did ItMillion Mile Secrets Team

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Chase credit cards often have some of the best cards for travel.   Getting just 2 Chase credit cards means that I’ll have nearly free travel for my designated travel companion for up to 2 years!  It doesn’t matter if your flight is booked with points or paid for with cash – your companion flies free!  Last year alone, we saved ~$8,500 on our flights.  So for 2 years of travel, I’m estimating we’ll be getting close to ~$15,000 of Southwest flights for nearly free! 

To get the Southwest Companion Pass, you must apply for 2 credit cards, 1 personal credit card and 1 business credit card.  I have a small photography side business, so got a new credit card for that business.

Late last year, I applied for the:

And just a few days ago, I got approved for the:

My Partner and I Used the Southwest Companion Pass, Which We Earned From Chase Credit Cards, to Fly to Costa Rica!

You Can Get Nearly Free Travel on Southwest with Chase Credit Cards

What Is the Southwest Companion Pass?

The Southwest Companion Pass is the best airline perk because it lets a friend or family member travel with you for free whenever you travel on Southwest.  It doesn’t matter if your flight is booked with points or paid for with cash – your companion flies for just the cost of taxes and fees (usually ~$11 per person) as long as Southwest is selling seats on that flight.

How Long Is The Southwest Companion Pass Good For?

If you earn the Southwest Companion Pass this year, it is valid up to the end of 2019 AND for 2020.  So earning the Companion Pass early in the year can get you close to 2 years of free flying on Southwest!

I Recently Got Approved for 2 Chase Southwest Credit Cards, Which Will Help Me Earn the Companion Pass! (Too Bad My Doggie Can’t Be My Flight Companion) 🙂

What Are the Other Benefits of Having the Southwest Companion Pass?

Chase Ultimate Rewards points transfer to Southwest Airlines for free!  So if you ever want to book a flight on Southwest Airlines and are short on Southwest points, you can transfer your Chase Ultimate Rewards points.  It’s super easy and I do it all the time!  Here are some Chase credit cards that you can transfer points earned to Southwest Airlines.

If  You’re Going to Be Short on Southwest Points That Earn The Southwest Companion Pass, Here’s What to Do

There are a few different ways to earn more points that count towards the Southwest Companion Pass.  Here are a few options:

  • Rapid Rewards Dining is an easy way to earn Southwest points by simply registering any cards you would use to pay for a meal at a restaurant.
  • Purchase items via the Rapid Rewards Shopping Portal where you can earn multiple Southwest points per $1.  Anything marked “bonus points” will NOT qualify for the Companion Pass.
  • You can earn a HUGE number of Southwest points by booking select hotels at SouthwestHotels.com.
  • Pay big bills with your new Southwest credit cards.  I’ll be paying for property taxes, prepaying insurance, and dental work to earn more Southwest points that will help me earn the Southwest Companion Pass!

Do you have the Southwest Companion Pass or do you plan on earning it this year?  Share with us in the comments!



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Southwest Rapid Rewards® Premier Credit Card

Southwest Rapid Rewards® Premier Credit Card

  • Earn Companion Pass and 30,000 points after you spend $4,000 on purchases in the first 3 months. Offer ends 2/11/19. Companion Pass is promotional and will be valid through 12/31/19.
  • Every time you fly, they fly free of airline charges* for the rest of 2019. *Does not include taxes and fees from $5.60 one-way
  • 6,000 bonus points after your Cardmember anniversary
  • 2 points per $1 spent on Southwest® purchases and Rapid Rewards® Hotel and Car Rental Partner purchases
  • 1 point per $1 spent on all other purchases
  • Earn unlimited points that don't expire as long as your card account is open
  • No foreign transaction fees
  • No blackout dates or seat restrictions

More Info

Editorial Note: We're the Million Mile Secrets team. And we're proud of our content, opinions and analysis, and of our reader's comments. These haven’t been reviewed, approved or endorsed by any of the airlines, hotels, or credit card issuers which we often write about. And that’s just how we like it! :)

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Important for your readers! Let me share with you how I failed getting the companion pass for a few dollars and hopefully pass it on to help others avoid such a mistake.

I applied and was approved for the Southwest Business credit card in late October 2018 and for the Southwest Plus credit card in December 2018. I was poised to meet minimum spend on both cards in 2019 to get a companion pass valid until the end of 2020.

I stopped using my SouthWest Business Credit Card

after my bank statement balance of $2,750.00 to make sure I would not meet the minimum spend of $3,000.00 before January 2019.

To my dismay, I found out in late December 2018 I had already met the minimum spend. Here is the explanation: I had made several returns which resulted in “Credits’ that were factored in my statement balance. However, those credits were not taken into account for the minimum spend. Altogether I had “Purchased” $3050.00 on my credit card and returned $300.00 worth of merchandise. The $3,050.00 listed on my statement on the “Purchase” line was the dollar amount that counted toward the minimum spend. This is how I reached the minimum spend in 2018 and lost 2 years of companion pass for a mere $50.00. I spent hours on the phone with SouthWest and Chase but no avail.

I told a Chase rep. that In theory, someone could buy $3,000.00 worth of merchandise( Chase Southwest Business CC), receive the 60 K bonus and return all the merchandise purchased over a period of time. Not a penny spent. When I mentioned that to a Chase rep., I received some scolding , “fraud” and “we’ll catch it and close your card”. It was only to prove my point that their system of not factoring the returns is illogical. I happen to be a mathematician and their system does not make sense to me.

I urge you to advise MMS readers that the minimum spend is the dollar amount showing on the “Purchase ” line of the credit card statements. It is not the credit card statement balances. I do not remember reading that kind of warning on any of your blogs. I learned the hard way.


Got my companion pass today! Woohoo!


That’s so awesome!! Congrats!!

Thanks! Lots of hard work and spending since November! Lol


Yeah, I know! Applying for the cards and managing/tracking the spend does take time! But so worth it. I can’t wait to take my 1st companion pass flight of the year. A virtual cheers to you!