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Flying Southwest Airlines to the Caribbean? You Can Now Book It On Expedia

By: Alexander Britell - March 4, 2025

Southwest Airlines keeps expanding in the Caribbean, and now booking flights on the “low-cost” carrier is easier. 

Southwest and Expedia have a new partnership that means you can book Southwest flights on Expedia group brands like Travelocity, Orbitz, Hotwire and others (along with Expedia itself, of course). 

It’s a “cost-effective agreement with Expedia,” according to Tony Roach, Southwest’s EVP of customer and brand. 

Southwest flies to 117 different destinations across 11 different countries, many of them in the Caribbean, from Aruba to Cancun, Mexico. 

“Southwest Airlines is a beloved brand known for its customer-first service and operational excellence. This partnership aligns perfectly with our mission to offer the most travel options and deliver exceptional value to our customers.”

We checked Expedia, and the Southwest integration is now live. 

You can find, for example, a nonstop flight between Orlando and Aruba, which shows a price of $474 round trip on Expedia

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