American is expanding its winter schedule from Chicago O’Hare with the addition of seven destinations and increased service on existing routes, aiming to double its capacity to warm-weather locations across Mexico, the Caribbean, and Central America.
The expansion includes five international destinations and two domestic routes. Flights will begin between August and December 2025, with varying frequencies.
New Routes
- Curacao: Saturday-only service beginning Dec. 6
- St. Croix, U.S. Virgin Islands: Saturday-only service beginning Dec. 6
- St. Maarten: Saturday-only service beginning Nov. 8
- Guatemala City: Up to three weekly flights beginning Nov. 6
- San Jose, Costa Rica: Daily service beginning Nov. 2
- Roanoke, Virginia: New daily service beginning Aug. 6
- Akron/Canton, Ohio: Twice-daily service beginning Oct. 6, last served in 2020
The carrier is also bolstering frequencies on some existing routes:
- Aruba: Increased to daily service starting Dec. 18
- Grand Cayman, Cayman Islands: Increased to daily service starting Dec. 18
- Liberia, Costa Rica: Increased to daily service starting Dec. 18
- Nassau, Bahamas: Increased to daily service starting Dec. 18
- St. Thomas, U.S. Virgin Islands: Increased to daily service starting Dec. 18
- Puerto Vallarta, Mexico: Increased to two daily flights from Dec. 18 through Jan. 6
- Montego Bay, Jamaica: Up to two daily flights beginning Nov. 2
- Cancun, Mexico: Up to three daily flights starting Nov. 2
- Los Cabos, Mexico: Up to two daily flights starting Nov. 2
- San Juan, Puerto Rico: Up to two daily flights starting Dec. 18
With these additions, American will serve more destinations from Chicago O’Hare to Mexico, the Caribbean, and Central America than any other airline, according to a news release emailed to AirlineGeeks. The airline has added 17 new destinations from ORD in 2025, the most growth in any of its hubs this year.
Tickets for the expanded winter service will be available starting May 5.
The airline continues to face pressure from its Chicago rival, United, which received more gate space at O’Hare as part of a reallocation process.
American’s chief strategy officer, Steve Johnson, said during an earnings call last week that the airline “disagrees” with the airport’s decision. The airline is appealing it, he added.
