Fly Southwest To Hawaii, Earn A Companion Pass

The best value at Southwest Airlines is the Companion Pass, where you can bring someone with you on all of your trips for just the cost of taxes. This is normally earned through a year’s worth of travel, credit card bonuses and spend and hotel bookings. But Southwest has also offered it on a promotional basis.

Recently they’ve offered a Companion Pass to use for a limited time after taking just a single roundtrip as a way to goose business during a slow period, and making it available to use during another anticipated slow period. It’s something we’ve seen at least three times.

Now, Southwest has a twist on the offer where that single roundtrip must be to a specific destination: Hawaii.

  • Register then purchase two one ways or one roundtrip by May 24, 2024 (revenue, not award travel).
  • Travel between June 1 and July 31, 2024.
  • Your companion ticket will be valid for travel October 5 – November 15, 2024.

Get yourself a companion pass flying to Hawaii, and then you can even bring a companion with you to Hawaii! Or to Mexico, Central America, and the Caribbean for that matter.

About Gary Leff

Gary Leff is one of the foremost experts in the field of miles, points, and frequent business travel - a topic he has covered since 2002. Co-founder of frequent flyer community, emcee of the Freddie Awards, and named one of the "World's Top Travel Experts" by Conde' Nast Traveler (2010-Present) Gary has been a guest on most major news media, profiled in several top print publications, and published broadly on the topic of consumer loyalty. More About Gary »

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  1. Better than a poke in the eye, I suppose. Still, I’m to make plans I didn’t have to fly to Hawaii this summer to earn a companion pass valid for a 42-day fall window? Let me trip over myself to register and acquire that.

  2. Is June 1 – July 15 really a “slow season” for flying to Hawaii? I’ve always avoided even considering Hawaii during the Summer months thinking families were likely flocking there with the kids out of school. Maybe too much Brady Bunch or me as a kid LOL.

  3. Does island hopping count? Like, could I fly a different airline to Hawaii, take a couple one-ways across islands while there, then return to the Mainland on (not Southwest)?

  4. @Jeff – It is not a slow season, but besides Southwest’s financial struggles recently, numbers are generally down year-over-year. You might recall a big fire in Lahaina that’s been significantly impacting tourist travel ever since. I assume this is a promotion to goose some modest margin of that travel.

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