Southwest Airlines regularly hosts contests and sweepstakes that you can enter to win points or free trips. They generally rotate each month, and May’s opportunity is live with the chance to win a vacation to Punta Cana in the Dominican Republic.

All you have to do to enter the Southwest sweepstakes is go HERE, view the current contests and then fill out the form, which asks for your Rapid Rewards number, birth date, zip code, email and phone number.

You can only enter once and you must be 21 and a legal residents of the 48 contiguous U.S. states and Washington, D.C.

They have offered trips all over the world and often send you to festivals and special events from New Orleans to Paris.

Points earned in a Southwest contest are usually bonus points, so they would NOT qualify for the 110,000 points you need to earn the Southwest Companion Pass, which lets one person fly free with you for up to two years.

Southwest Sweepstakes

You can also fly free with Southwest by applying for just one personal and one business Southwest Rapid Rewards Visa credit cards to earn up to 110,000 points, which you can use to book free flights. These points also qualify and enable you to earn the Southwest Companion Pass.

Download my free ebook that shows you exactly how easy it is to earn the Southwest Companion Pass and start flying free around the U.S.

Download Your FREE Guide & Start Flying FREE on Southwest!

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Current Southwest Sweepstakes

Win a Vacation to Punta Cana

This contest winner will get a four-night vacation for two to Cabo San Lucas, including accommodations at the Royalton Bavaro Resort & Spa.

You’ll also get round-trip tickets on Southwest for two (taxes and fees not included), as well as round-trip hotel and airport transfers.

Enter here.

Deadline to enter is May 31, 2018. at 11:59 p.m. Central Time.

They will draw a random winner around June 8, 2018.

Good luck!

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