US Travelers Score Exciting New Getaways as American Airlines Supercharges Holiday Flights to Mexico and Dominican Republic from Major Cities like Chicago, Philadelphia, and Miami

Published on July 10, 2025

American Airlines is greatly enlarging its winter holiday network, giving US travelers spectacular new options for sunny sunshine vacations. With new nonstops from Chicago to Mexico City and Queretaro, a new Philadelphia-Santo Domingo service, and more frequencies from Miami to premier points in Mexico, the Caribbean, and Latin America, the airline is responding to record holiday demand. Travelers from major U.S. cities have more access, more freedom, and more opportunities to enjoy high-energy cultures and sunny beach destinations during the holiday season due to this strategic expansion.

As travelers begin planning their warm-weather escapes for the upcoming holiday season, American Airlines is preparing to meet the demand with a sweeping winter expansion. Beginning later this year, the airline will roll out new routes and increase frequencies to sun-drenched destinations in Mexico, the Caribbean, and Latin America, offering customers enhanced flexibility and broader choices for their winter getaways.

American’s strategic expansion includes new direct flights from Chicago O’Hare International Airport to Mexico City and Queretaro, as well as a new route from Philadelphia International Airport to Santo Domingo in the Dominican Republic. Travelers departing from Miami can look forward to a significant boost in flight options, with American Airlines ramping up service to eight of the region’s most sought-after holiday destinations.

With more than 430 peak daily departures planned to 97 destinations across Mexico, the Caribbean, and Latin America, American Airlines is positioning itself as the top choice for holiday travelers departing from the United States. This winter, the airline will offer over 2.3 million roundtrip seats to the region—nearly a million more than any other U.S. carrier.

Chicago Gets Two New Nonstop Routes to Mexico

Winter travelers departing from Chicago O’Hare International Airport (ORD) will have two brand-new nonstop options to popular destinations in Mexico starting in late 2025. Beginning October 26, American Airlines will debut a new daily nonstop route to Mexico City, granting travelers seamless entry to the country’s vibrant capital, renowned for its deep historical roots, world-class cuisine, and bustling cultural landscape.

Just in time for the peak holiday season, another new route will begin on December 18, connecting Chicago to Queretaro (QRO), a charming colonial city with a UNESCO-listed historic center. This service will run daily through January 5, providing travelers with a gateway to one of Mexico’s most picturesque wine regions and the artisan-rich town of San Miguel de Allende.

These new connections build on American’s earlier 2025 expansions from Chicago, which included five new international destinations. With this winter’s additions, the airline’s sun-seeking network from ORD now features over 20 destinations across the Americas.

New Flights from Chicago:

• Nonstop daily flights from Chicago to Mexico City are scheduled to commence on October 26, offering travelers seamless access to the vibrant Mexican capital.
• Queretaro (QRO) – Daily service from December 18 to January 5

Philadelphia Expands Access to the Caribbean

Philadelphia International Airport (PHL), already American Airlines’ largest hub in the Northeast, will also see expanded international service this winter. Beginning December 18, American Airlines will launch an all-new direct flight linking Philadelphia with Santo Domingo, the lively and culturally rich capital of the Dominican Republic. Known for its colonial-era architecture, white-sand beaches, and rich culture, Santo Domingo is a premier destination for East Coast travelers seeking sun and history.

This new route complements expanded service on three other Caribbean routes from Philadelphia:

• Service to Aruba will be enhanced with two daily flights, doubling the current frequency to better accommodate growing travel demand.
• Flights to San Juan, Puerto Rico (SJU) will increase to three daily departures.
• Flights to St. Maarten (SXM) will be upgraded from one weekly to daily service.

With these changes, American will offer service to 14 destinations in Mexico, the Caribbean, and Latin America from PHL during the December 18 to January 5 holiday period, featuring more than 20 peak-day departures.

Expanded Holiday Service from Philadelphia:

• Aruba (AUA) – Increased to two daily flights
• San Juan (SJU) – Increased to three daily flights
• Nonstop daily flights to Santo Domingo are set to launch on December 18, introducing a brand-new route for winter travelers seeking tropical escapes.
• St. Maarten (SXM) – Upgraded to daily service

Miami Grows into the Ultimate Holiday Gateway

Miami International Airport (MIA) continues to strengthen its position as American Airlines’ leading gateway to Latin America and the Caribbean. This winter, the airline is enhancing its already extensive footprint with a record-breaking 415 peak daily departures, including expanded holiday service on eight popular routes from December 18 through January 5.

Travelers will benefit from increased frequencies to beach destinations across the Caribbean, including:

• Dominica (DOM) – Two daily flights
• Kingston, Jamaica (KIN) – Four daily flights
• Marsh Harbour, Bahamas (MHH) – Three daily flights
• North Eleuthera, Bahamas (ELH) – Three daily flights
• Ocho Rios, Jamaica (OCJ) – Two daily flights
• San Juan, Puerto Rico (SJU) – American will operate up to seven nonstop flights each day, offering travelers frequent access to the vibrant island city throughout the holiday season.
• Santiago, Dominican Republic (STI) – Three daily flights
• Tortola, British Virgin Islands (EIS) – Five daily flights

These increases reflect American’s commitment to maintaining robust service from Miami and responding to peak demand for sun-drenched getaways during the holiday period.

Expanded Holiday Service from Miami:

• Dominica (DOM) – Increased to two daily flights
• Service to Kingston, Jamaica will be elevated to four departures per day, offering travelers even more convenient options to reach the island’s vibrant capital.
• Marsh Harbour (MHH) – Increased to three daily flights
• North Eleuthera (ELH) – Increased to three daily flights
• Ocho Rios (OCJ) – Increased to two daily flights
• San Juan (SJU) – Increased to seven daily flights
• Santiago (STI) – Increased to three daily flights
• Tortola (EIS) – Increased to five daily flights

A Record-Breaking Winter Schedule

With over 2.3 million roundtrip seats available from the U.S. to its network of 97 sun-filled destinations across Mexico, the Caribbean, and Latin America, American Airlines is setting a new standard for winter holiday travel. This marks a significant increase from previous years and cements the airline’s leadership in the region.

From daily flights for urban explorers heading to Mexico City, to luxurious escapes in Queretaro’s wine country, or sandy retreats in Aruba and Jamaica, the airline is making it Easier than ever for travelers to access their ideal vacation spots and explore sought-after destinations.

Additionally, American’s expanded mobile app and website options provide a streamlined booking experience, with tickets for these new and expanded routes available beginning July 14.

A Holiday Network Like Never Before

American Airlines’ winter 2025 schedule demonstrates a bold strategy to dominate holiday travel between the United States and Latin America. By adding strategic new routes from Chicago and Philadelphia and significantly boosting its Miami operations, the airline offers unmatched reach, frequency, and convenience for travelers seeking warm-weather destinations.

American Airlines is expanding its winter holiday schedule by adding routes from Philadelphia and Chicago and extra flights from Miami, giving American travelers more access to Mexico and the Dominican Republic’s warm-weather favorites. The moves are in anticipation of higher demand for warm-weather getaways during the winter holiday period.

As the competition heats up, American’s proactive planning and expanded capacity give it a clear edge. Whether it’s exploring cultural capitals, unwinding on Caribbean beaches, or discovering hidden gems in Central Mexico, American Airlines is giving travelers more reasons—and more routes—to fly this winter.