
The airline will bring back 28 seasonal routes and add six new routes to its winter network, with a focus on warm-weather Caribbean and Latin American destinations.
Southwest Airlines A large-scale push is underway. caribbean and Mexico For the 2027 winter travel season
The airline began taking bookings for its February 2027 flight schedule, significantly expanding its warm-weather routes to capture the peak demand window between the holiday season and spring break. USA We usually book a lot. Florida, California, Mexico and caribbean.
The schedule includes 28 seasonal routes. southwest The network was established with six new routes. This is a significant expansion as the airline continues to build its network. caribbean and latin america Yes.
For travelers heading to Mexico, caribbean and central americaA few new and returning paths stand out.
What’s new from the Caribbean and Latin America
southwest The first service starts in the meantime. nashville and Liberia, Costa RicaOpening new direct connections in the Southeast USA to Guanacaste The region — one of Australia’s most talked-about luxury and beach resorts central america Right now.
The airline is also launching the following services for the first time: Columbus, Ohio and saint john, Puerto Rico — Notable new routes caribbean It’s about adding meaningful offense and defense to the Midwest. Puerto Rico The moment a destination posts record tourism figures.
The winter return routes are as follows: nashville to san jose, Costa Rica; pittsburgh to cancun, Mexico; and Indianapolis to saint john, Puerto Rico. that Pittsburgh to Cancun Services in particular are a meaningful source of revenue. It connects one of the largest metropolitan areas in the United States without a direct connection. cancun Returning to service as one of the busiest gateways. Mexican Caribbean.
Why This Matters
The expansion comes at a notable moment. caribbean and Mexican travel
Cancun International Airport It continued to be one of the most heavily served airports. latin americawider riviera maya It serves as one of the most aggressively expanding luxury and inclusive markets in the world. Puerto Rico has been recording record tourism figures, including a 6.7% increase in overnight guests in the first quarter, with strong booking data heading into 2027. costa rican Guanacaste The area has emerged as one of the most talked-about luxury beach resorts in the country. central americaNew resorts continue to open across the hall.
All 3 destinations expanded southwest The service adds meaningful low-cost capacity from historically underserved secondary U.S. gateways. caribbean and latin america path – especially nashville, columbus, Indianapolis and pittsburgh.
For a destination that has long relied on a major coastal gateway for U.S. visitors; southwest The expansion opens up new source markets and meaningfully expands airlift coverage in the interior of the United States.
bigger picture
The new schedule reflects the following ongoing pattern: Southwest AirlinesContinuously built caribbean and latin america Footprints over the past few years.
The airline currently operates services to a variety of destinations in the region, including: Aruba, Bahamas, Belize, cancun, cozumel, Costa Rica, Dominican Republic, Jamaica, Liberia, Los Cabos, Mexico City, Montego Bay, Nassau, Puerto Rico, punta cana, san jose and others — making it one of the more diverse low-cost carriers offering the service. caribbean and wider latin america market.
The February 2027 schedule includes five unique schedule structures designed to match peak and off-peak demand windows over a 64-day booking period. On low demand days we operate approximately 3,100 flights. On high demand days, the schedule increases to more than 4,300 flights. Overall, airlines are offering more flights across each unique schedule compared to the January and February 2026 schedules.
southwest It has also continued to rely heavily on that sector. Orlando International Airport It will operate with up to 203 departures on high-demand Saturdays in the first two months of 2027. Florida To the winter travel market orlando’s Serves as a major connection point. caribbean and latin america journey.
Meaning of traveling to the Caribbean
The new and returning routes will serve travelers across the central and eastern regions. USA A new way to reach your most booked customers caribbean and latin america Next winter destination.
for cancun And the wider it is riviera mayareturn of pittsburgh This service adds meaningful capacity in a major Midwestern metro that is chronically underserved. Mexican Caribbean flight. for Puerto Riconew columbus route and return Indianapolis The service provides two new Midwestern gateways to the destination at a moment when the island is actively diversifying its source markets. for Costa Ricanew Nashville to Liberia route and return Nashville to San Jose Please open the service Guanacaste Corridor for travelers from the southeast USA This is how connectivity used to be required.
Bookings are currently open for the entire schedule until February 2027.