RewardExpert Team 
Comments
May 8, 2026 
Southwest Airlines is my favorite domestic airline due to their awesome customer service, no-frills approach and great benefits, like the Southwest Companion Pass. But did you know that there are 14 Southwest international destinations to choose from?
Southwest Flights to Mexico
When I lived in Orange County, one of my favorite Southwest international flights was to Cabo San Lucas, Mexico. The flight was only 2.5 hours long, and we could be transported to another world where we could lounge by the pool and sip margaritas all day. But many things have changed since then.
Today, Southwest locations in Mexico include Puerto Vallarta, Cancun, and Los Labos.
Southwest nonstop flights to Los Cabos depart from Austin, Houston, Denver, Kansas City, Oakland, Orange County, Phoenix, Sacramento, San Diego, and St. Louis
Southwest airports that offer nonstop service to Puerto Vallarta include Austin, Houston, Denver, Orange County, Phoenix, Sacramento, and San Diego.
Cancun offers the most Southwest locations with nonstop flights from 16 different cities. These Southwest nonstop flights depart from Baltimore, Atlanta, Nashville, Columbus, Indianapolis, Chicago (Midway), St. Louis, Houston, Austin, San Antonio, Denver, Kansas City, New Orleans, Orlando, Phoenix, and Pittsburgh.
Southwest Flights to Central America
Southwest airports in Central America include Belize City in Belize and Liberia and San Jose in Costa Rica. My son, Timothy, and I flew to Costa Rica when he was 5 to stay at the Hyatt Andaz Papagayo, and we had an amazing father-son trip.
Belize City offers three Southwest nonstop flight destinations, including Denver, Houston and Baltimore.
You can fly to Liberia (LIR) from three Southwest airports—Houston, Baltimore, and Denver. The four Southwest Airlines cities that fly to San Jose (SJO) are Houston, Denver, Orlando and Baltimore.
Southwest Flights to the Caribbean
In the Caribbean, there are eight different Southwest destinations to choose from. And you can take Southwest nonstop flights from multiple Southwest Airlines cities within the United States to get there.
Nassau, Bahamas, offers two Southwest nonstop cities—Baltimore and Orlando.
When service to Cuba was announced, there were multiple cities that flew to Cuba and there were three airports in Cuba you could fly to. Now nonstop service has been reduced to flights to Havana from one Southwest location –Tampa.
Grand Cayman is a beautiful island that I took Timothy to for his Spring Break when he was 6 years old. Swimming with the stingrays at Stingray City is a must-do. Nonstop service is available from Baltimore and Orlando.
Montego Bay, Jamaica, offers more nonstop flights on the Southwest flight map. You can fly nonstop from Houston, Chicago (Midway), Baltimore, St. Louis, and Orlando.
Turks and Caicos has nonstop service from Baltimore and Orlando.
Punta Cana, Dominican Republic, is served by six airports—Chicago (Midway), Baltimore, Houston, Nashville, Orlando, and St. Louis.
San Juan, Puerto Rico, was the first Caribbean flight I took on Southwest when they acquired AirTran. San Juan is now serviced by nine Southwest locations—Austin, Houston, Nashville, Tampa, Fort Lauderdale, Orlando, Chicago (Midway), Baltimore, and St. Louis.
Aruba is the Southwest international destination that is the furthest away from the continental United States. Baltimore and Orlando are the two Southwest airlines cities that offer nonstop flights to Aruba.
How to Book Southwest International Flights
When you book a Southwest international flight online, it is the same process as booking a domestic flight directly through Southwest.com or the mobile app. If you need to call to book your Southwest international destination, call 1-800-I-FLY-SWA (1-800-435-9792), then customer service will transfer you to a different department that has access to those systems.