2-for-1 Flights (for ~$170 TOTAL!) to Costa Rica, Thanks to the Southwest Companion Pass!

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2-for-1 Flights (for ~$170 TOTAL!) to Costa Rica, Thanks to the Southwest Companion Pass!

Emily2-for-1 Flights (for ~$170 TOTAL!) to Costa Rica, Thanks to the Southwest Companion Pass!Million Mile Secrets Team

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I recently booked TWO tickets on Southwest for ~$170 (~$85 per person) in taxes and fees, plus ~20,000 Southwest points for a family vacation in Costa Rica.  These flights would have normally cost us ~$850, making it a great way to get Big Travel with Small Money!

The secret to getting these super cheap flights is by using points earned from credit cards.  I have to spend money on groceries, gas, and doctor’s appointments anyway, so I might as well be rewarded for it!  Some of my favorite credit cards to earn rewards with are the Chase Sapphire Reserve® and the Ink Business Preferred℠ Credit Card.  I transferred my Chase Ultimate Rewards points to Southwest for free at a 1:1 ratio (trust me – it’s super easy!).

Best Airline Credit Cards
Time to Plan a Trip to Central America! Use Chase Ultimate Rewards Points to Visit the Arenal Volcano in Costa Rica!

Here Are My Favorite Ways to Earn Chase Ultimate Rewards Points

Chase issues some of the most valuable travel rewards credit cards.  To recap, here are a few of my favorites:

Get Nearly Half Off Flights With the Southwest Companion Pass

If you have a friend or family member you regularly travel with, then I highly recommend earning the Southwest Companion Pass!  If you have it, you can bring along a guest for just the cost of taxes & fees!  You can use the perk an unlimited number of times while you have the Southwest Companion Pass.  And it works for flights paid with cash or paid with points!

The Companion Pass Has Saved Our Family Thousands of Dollars!

I’ve used this perk a dozen times within the last year and half, saving me at least ~$3,600 in flights ($300 average cost of a flight x 12 flights).

Link:   How to Get the Southwest Companion Pass

How to Book Your Flights to Costa Rica!

It’s easy to book your flights once you have the points.

Step 1.   Create a Southwest Account

Once you’ve got one of the Chase credit cards mentioned above, and earned the intro bonus, you’ll need to create a Southwest account.

Start by visiting the Southwest website and clicking “Enroll” in the top-right corner.  Then enter your information and follow the instructions to finish creating your account.

To Enroll Go to the Southwest Website and Click “Enroll” in the Top-Right Corner

Step 2.   Find Your Flight & Transfer Your Chase Ultimate Rewards Points

Next, you’ll want to find out how many points you need for your flight.  And then you’ll need to transfer the points from Chase Ultimate Rewards to Southwest.  If you can be flexible with your dates, you can save more points.

The only place you can search for Southwest flights is on the Southwest website.   On the homepage, you’ll enter your travel itinerary details, then click “Search.”  Remember, you can search for the cash or Southwest points price for flights.

Use the “Low Fare Calendar” Option to Search for Flight Prices a Month at a Time!

If you want to check the prices of flights for an entire month at a time click “Low Fare Calendar” and enter your travel details on the following page.

The Points Prices Widely Vary so It Helps Being Flexible, or Planning Farther Ahead

Step 3.   Book Your Flight

Once you’ve found the flight you want, select it and click “Continue.”  On the next page you’ll see what the flight will cost in Southwest points and fees before you pay for your ticket.  Most flights departing from the US have fees of ~$22, and the return flights from San Jose are ~$63.  Certain routes might have higher taxes & fees.  Be sure to always check the cash price on Southwest as well, because the added fees make your points less valuable.

Two Flights for the Price of One

And don’t forget you can cancel or change Southwest flights for free!  So if your plans change, you’ll won’t have to pay hefty fees to change your flights.

You also get 2 free checked bags on Southwest which is another reason why I love flying the airline.

Bottom Line

I saved at least $850 on TWO tickets to Costa Rica, thanks to Chase Ultimate Rewards points and the Southwest Companion Pass.  In the end, I spent ~$170!  I’ve never been to Costa Rica before, so I’m super excited to check it out!

Have you been to Costa Rica?  Please share your recommendations with me on what I shouldn’t miss in the comments!

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Ink Business Preferred℠ Credit Card

Ink Business Preferred℠ Credit Card

  • Earn 80,000 bonus points after you spend $5,000 on purchases in the first 3 months from account opening. That's $1,000 toward travel when you redeem through Chase Ultimate Rewards®
  • Earn 3 points per $1 on the first $150,000 spent on travel and select business categories each account anniversary year
  • Earn 1 point per $1 on all other purchases–with no limit to the amount you can earn
  • Points are worth 25% more when you redeem for travel through Chase Ultimate Rewards
  • Redeem points for travel, cash back, gift cards and more – your points don't expire as long as your account is open
  • No foreign transaction fees
  • Employee cards at no additional cost
  • $95 Annual Fee

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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The title is misleading. It’s not $170 TOTAL like you state. It is $170 AND 20,000 southwest miles. I genuinely thought is just cost $170 with the companion pass, like you found a really great rate. Disappointed when I opened it and saw you also needed 20,000 miles which I don’t have. Such clickbait.

It’s a blog dedicated to cheap travel while using miles and points… It’s not click bait.

As I commented the other week regarding the car insurance savings we had in Costa Rica by using a credit card that provides CDW coverage, we also used Southwest points and two companion passes for our trip to Costa for our family of four (in addition to hotel points). I’m in the process of preparing a Reader Success Story submission so be on the lookout 😉 We stayed in the Guanacaste area. I highly recommend zip lining, mangrove/jungle boat tours and visiting Arenal volcano and the hanging bridges close to Arenal.


Thank you for sharing your experience! We’re looking forward to your Success Story!!

Just a direct message to author; do not publish comment.

“I’ve used this perk dozens of times within the last year and half, saving me at least ~$3,600 in flights ($300 average cost of a flight x 12 flights).”

12 flights is a dozen, not dozens.


Thank you! I commend your spelling skills!

Granted that’s what you paid cash (the additional money when you use points). Tell us how many POINTS you had to use for the trip? (I’m sitting down)

The first paragraph says : “~$170 (~$85 per person) in taxes and fees, plus ~20,000 Southwest points”


Thanks for clarifying, Wilbur!