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Cheap Flights from Chicago to Caribbean

Popular Flights from Chicago to Caribbean

Did You Know?

  • There are 65 direct flights from Chicago, IL to Caribbean.
  • US Airways has the most flights to Caribbean.
  • There are 24 carriers with direct flights from United States to Caribbean.
  • There are 24 cities in United States with direct flights to Caribbean.
  • There are 150 flights from Aruba, AW per week.

Cheap International Flights from Chicago - CHI

Cheap Flights from Chicago to Caribbean, from $434 Round trip from CHI to caribbean