US Travelers Experience Unmatched Winter Travel With American Airlines’ Bold New Routes From Chicago To Mexico City, Philadelphia To Santo Domingo, And Puerto Rico

Published on July 10, 2025

This winter, American Airlines is taking US travelers to great heights with the launch of some powerful new routes from Philadelphia, Chicago, and beyond. Later this year, travelers will enjoy more extensive access to exciting destinations like Mexico City, Santo Domingo, and Puerto Rico, all within American’s reliable network. Whether you’re exploring Mexico’s cosmopolitan capital, soaking up Puerto Rican sun, or exploring the history and culture of the Dominican Republic, American Airlines has some new and additional routes to offer to make your winter getaway even more convenient and memorable.

American Airlines is kicking off winter with exciting routes expansion and additional flights to some of the most desired warm-weather getaway destinations in Mexico, the Caribbean, and Latin America. The company is giving travelers more chances to escape the cold and indulge in warm-weather getaways in these vibrant and culture-rich regions.

New Flights from Chicago to Mexico’s Hot Spots

American Airlines is strengthening its network from Chicago O’Hare International Airport (ORD) by adding two daily flights to important cities in Mexico. From October 26, 2025, customers will be able to take daily services from Chicago to Mexico City (MEX), the vibrant capital city famous for its culture, history, and cuisine. Mexico City tourists can see the Zócalo, Chapultepec Park, and the National Museum of Anthropology.

And from Dec. 18, American will introduce daily holiday service from Chicago to Queretaro (QRO), the charming colonial city near the popular tourist spot San Miguel de Allende. Queretaro is also the gateway to one of Mexico’s leading wine regions, and it’s the ideal retreat for culture- and nature-conscious travelers. The winter service will run until January 5, 2026.

These additional routes belong to American’s broader effort to offer travelers more sunny getaway places. With more than 20 international places available from Chicago, travelers can discover the ultimate getaway to fit them.

Extending Philadelphia’s Influence to the Caribbean and Latin America

American Airlines continues to offer the widest range of destinations out of Philadelphia International Airport (PHL) of all carriers. American announces one more exciting route to its lineup for the 2025 winter schedule. The airline will launch new daily Philadelphia-Santo Domingo (SDQ), the Dominican Republic capital, service on December 18. Santo Domingo offers visitors the best of picturesque coastlines, culture, and the chance to experience the city’s history as one of the oldest colonial towns in the Americas.

In addition to the new service to Santo Domingo, American is expanding its existing Philadelphia routes. For the winter holiday season from December 18 to January 5, the airline will increase frequencies to Aruba (AUA), San Juan (SJU), and St. Maarten (SXM), providing travelers with even more convenience in booking trips to these Caribbean islands.

Miami Becomes the Gateway to the Caribbean and Latin America

As American Airlines’ principal gateway to Mexico, the Caribbean, and Latin America, Miami International Airport is in for some robust expansion during the winter season. The airline will operate 415 peak daily flights from Miami from Dec. 18 to January 5 and offer travelers access to 73 regional cities.

American will add flights on eight key routes from Miami, augmenting frequencies to favorite routes like Kingston, Jamaica (KIN), Marsh Harbour, Bahamas (MHH), and North Eleuthera, Bahamas (ELH). Additional frequencies will enable leisure travelers to easily plan vacations to these favorite places, with plentiful options for sun-and-beach travelers and aficionados of Caribbean warmth and hospitality.

Furthermore, Miami will see additional flights to San Juan (SJU), Santiago, Dominican Republic (STI), and Tortola, British Virgin Islands (EIS), as American seeks to tap the increased interest in traveling to these warm destinations.

A Record Winter of Sunshine, Culture, and Leisure

Winter expansion by American Airlines gives travelers more than sunshine flights to exotic places; it’s the opportunity to experience the diverse cultures and terrific history of some of the Americas most exciting regions. From the hectic Mexico City streets to the relaxed Caribbean shores of the Dominican Republic, travelers will have lots of options to make the holiday season one to cherish.

With more routes and more flights, American is providing travelers more choices and more convenience to book their winter getaways. Whether it’s exploring the colonial heritage of Queretaro, sunning on the coast of the Dominican Republic, or enjoying Mexico City’s urban culture, American Airlines makes it easier than ever to experience the best of Mexico, the Caribbean, and Latin America this winter.

The Gift of More Travel Options This Winter The American Airlines commitment to expand its winter network is one of the significant steps to offer travelers more opportunities to experience the best places. By providing additional services from Miami, Philadelphia, and Chicago, the airline is easing the way for winter holiday travelers to find the ultimate destination for relaxation and adventure. With the constant growth in popularity for overseas vacation, American is in the best position to offer travelers several choices to suit the requirement of each one, ensuring a memorable winter in the sun.