2-for-1 Flights (for ~$20 TOTAL!) to San Diego, Thanks to the Southwest Companion Pass!

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2-for-1 Flights (for ~$20 TOTAL!) to San Diego, Thanks to the Southwest Companion Pass!

Emily2-for-1 Flights (for ~$20 TOTAL!) to San Diego, Thanks to the Southwest Companion Pass!Million Mile Secrets Team

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I recently booked TWO tickets on Southwest Airlines for ~$22 (~$11 per person) in taxes and fees, plus ~20,000 Southwest points for a family vacation in San Diego.  These flights would have normally cost us ~$500, 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 Airlines for free at a 1:1 ratio (trust me – it’s super easy!).

I Flew to Hawaii and Introduced My Daughter to the Beach for $11, And Now I’m off to San Diego for $11!

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

Southwest Companion Pass Tips
The Companion Pass Has Saved Me At Least ~$3,600 on Flights in the Last 18 Months!

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!

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).

Link:   How to Get the Southwest Companion Pass

How to Book Your $11 Flights!

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 dollar 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.

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 domestic flight have fees of ~$11, but certain routes will have higher taxes & fees.

Thank You Southwest for My Family Vacation!

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.

Bottom Line

I saved at least $500 on TWO tickets to San Diego, thanks to Chase Ultimate Rewards points and the Southwest Companion Pass.  In the end, I spent less than $23!  I’ve never been to San Diego before, so I’m super excited to check it out!

Are you familiar with San Diego?  Please share your recommendations with me on what I shouldn’t miss in the comments!

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Southwest Rapid Rewards® Priority Credit Card

Southwest Rapid Rewards® Priority 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
  • 7,500 bonus points after your Cardmember anniversary.
  • $75 Southwest® travel credit each year.
  • 4 upgraded boardings per year when available.
  • 20% back on inflight purchases made with your Southwest Rapid Rewards® Priority Credit Card.
  • 2 points per $1 spent on Southwest® purchases and Rapid Rewards® hotel and car rental partner purchases.
  • No foreign transaction fees.

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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I do this all the time. Seats are always available for a reasonable number of points.


I agree! I LUV Southwest. 😉


The SWA Comp Pass has been a staple in our family for the past 20 years! I can’t tell you how much we have saved with it and by racking up the miles using the SWA CCs that are available. We recently returned from Playa del Carmen (again). Paid only for the taxes and the tacos! Thanks SW!


Yes, 20 years is impressive. And it’s great you’ve had a companion for that time as well. Some people don’t have that and it is something to be thankful for!

20 years wow! We thought 6 was amazing! It’s getting much harder to renew with 5/24 and travel packages no longer counting.