There are 14 non-stop flights from Chicago, Illinois to the Caribbean.

United Airlines
Cayman Airways
Frontier Airlines Inc.
AirTran Airways
American Airlines
US Airways
Jetblue Airways Corporation

See the full list of airline routes and airports to book your trip. You may need to drive to a nearby airport to get a direct flight. Use the form below to search for cheap airline tickets.


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the Caribbean

The Caribbean is a region covering a number of countries including Anguilla, Antigua and Barbuda, Aruba, Bahamas, Barbados, Belize, British Virgin Islands, Cayman Islands, Cuba, Dominica, Dominican Republic, Grenada, Guadeloupe, Haiti, Jamaica, Martinique, Montserrat, Puerto Rico, Saint Barthelemy, Saint Kitts and Nevis, Saint Lucia, Saint Martin, Saint Vincent and the Grenadines, Trinidad and Tobago, Turks and Caicos, and the U.S. Virgin Islands. If you're looking for a direct flight to the Caribbean, try searching for a particular destination or airport to check airlines.


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Travel map from Chicago, IL to Caribbean

Non-stop flights between Chicago, IL and Caribbean

Here is a list of direct nonstop flights from Chicago, Illinois to Caribbean. This can help you find the best flight on your preferred airline. We found a total of 14 flights to Caribbean nonstop:

    Airline routes:
  • United Airlines from ORD to NAS
  • Cayman Airways from ORD to GCM
  • Frontier Airlines Inc. from ORD to PUJ
  • United Airlines from ORD to PUJ
  • AirTran Airways from MDW to PUJ
  • Frontier Airlines Inc. from ORD to MBJ
  • AirTran Airways from MDW to MBJ
  • American Airlines from ORD to MBJ
  • US Airways from ORD to MBJ
  • American Airlines from ORD to SJU
  • United Airlines from ORD to SJU
  • US Airways from ORD to SJU
  • Jetblue Airways Corporation from ORD to SJU
  • United Airlines from ORD to STT
    Airport codes:
  • Chicago O'Hare International Airport (ORD)
  • Chicago Midway International Airport (MDW)
  • Lynden Pindling International Airport (NAS)
  • Owen Roberts International Airport (GCM)
  • Punta Cana International Airport (PUJ)
  • Sangster International Airport (MBJ)
  • Luis Muñoz Marín International Airport (SJU)
  • Cyril E. King Airport (STT)

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Chicago, Illinois

City: Chicago
State: Illinois
Country: United States
Category: cities

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Non-stop direct flights

Travelmath provides an online direct flight finder to help you determine whether there is a non-stop flight to your destination. Nonstop flights can be faster, since they don't require you to change planes or stop at a connecting airport. However, sometimes you can't find any non-stop flights between two cities. In that case, you may want to search for a direct connection that goes through an airline's hub. You can use the flight search engine on this site to find the best airline routes for your trip. Enter any city or IATA airport code to check for direct flights.

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