It Only Takes a Minute for a Chance to Win Free Southwest Travel!

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It Only Takes a Minute for a Chance to Win Free Southwest Travel!

Go to Travel GalIt Only Takes a Minute for a Chance to Win Free Southwest Travel!Million Mile Secrets Team

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Lyn writes about how to fly nearly free on Southwest at and has written The Step-by-Step Guide to Earning the Southwest Companion Pass available for free download.

I’ve asked her to share a way you can earn a free trip on Southwest.  And it’s not by collecting points!

Lyn:   While we’re all hip to the idea that we can fly nearly free on Southwest by using points combined with the Southwest Companion Pass, did you know you have a chance every month to win a trip (complete with accommodations and some other perks) from Southwest, too?

Southwest Sweepstakes
You Could Win a Trip to the Dominican Republic and Other Southwest Destinations By Entering Southwest’s Monthly Sweepstakes

It’s part of Southwest’s Sweepstakes, which change monthly.  I’ll explain how it works!

Southwest Sweepstakes

Nearly every month, Southwest offers one or more opportunities to enter a contest for a free trip and usually other perks, too, like hotel rooms, event tickets, and meals.  They often promote special events or festivals or new destinations on Southwest.

Past contests have sent winners to New Orleans, the Dominican Republic, Los Angeles to see the movie debut of “Coco,” and even Paris!

Every now and then they’ll even offer bonus Southwest points as part of a contest.

The contests typically run for 1 month and are easy to enter. You simply fill out an online form, once per person over age 21.

The current sweepstakes gives you a chance to win a vacation to Grand Cayman, one of Southwest’s newer destinations. It includes:

  • Round-trip airfare for 2
  • 4 nights of accommodations at the Grand Cayman Marriott
  • $100 resort credit per stay
  • Hotel/airport transfers

Enter here by 11:59 p.m. Central Time on March 31, 2018.

Visit my Southwest Sweepstakes page, which is updated every month, to learn about and find out how to enter Southwest’s latest contests.

Special Southwest Nintendo Contest

In addition to their monthly giveaways, Southwest is also partnering up with Nintendo to help promote the new Super Mario Odyssey game where Mario journeys to new worlds just like Southwest wants its customers to explore the destinations it serves.

Southwest Nintendo sweepstakes
You Could Win a Nintendo Switch Prize Pack or 4 Round-Trip Tickets on Southwest as Part of The Southwest Odyssey Sweepstakes!

As part of the Southwest Odyssey Sweepstakes, the airline will be giving away 29 Nintendo Switch prize packs that include:

  • Nintendo Switch system
  • 1 Game Traveler: Deluxe Super Mario Odyssey Travel Case
  • 1 Super Mario Odyssey Collector’s Edition Guide
  • Super Mario Odyssey video game

One grand prize winner will receive:

  • 4 round-trip flights on Southwest within the US and Puerto Rico for winner and 3 guests (mandatory government security fee of $5.60 per person per way not included)
  • 1 $1,000 Starwood Preferred Guest hotel gift card
  • 1 Nintendo Switch prize pack

Enter the contest here (one entry per person) by March 16, 2018, at 11:59 pm Eastern Time.  Southwest will select the winners around March 19, 2018, and notify them within 72 hours.

Do you ever win sweepstakes?  It doesn’t hurt to try!

Bottom Line

Even without collecting points, you have the chance to win free travel on Southwest plus some other perks like free accommodations, Nintendo prize packs, event tickets, and more.

It only takes a minute to enter Southwest’s contests every month.  You never know – you might be the lucky winner!

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Southwest Rapid Rewards® Plus Credit Card

Southwest Rapid Rewards® Plus 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
  • 3,000 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 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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I am waiting for the first year fee to be waived, then apply. Or the 60,000 points.

Lyn is absolutely correct! You can win free trips this way. Back in St. Louis I won four days at the Cardinals baseball camp, a ski package to Vail and a Disney Trip of a Lifetime — all in supermarket drawings (before online drawings became more popular).